Publications

2024

Organocatalytic Asymmetric Synthesis of Si-Stereogenic Siloxanols
Jacob J. Dalton, Adilene Bernal Sánchez, Austin T. Kelly, James C. Fettinger, and Annaliese K. Franz*
ACS Catal., 2024, 14, 1005–1012

2022

Ligand-Accelerated Catalysis in Scandium(III)-Catalyzed Asymmetric Spiroannulation Reactions
Nicolas R. Ball-Jones, Angel A. Cobo, Brittany M. Armstrong, Benjamin Wigman, James C. Fettinger, Jason E. Hein*, Annaliese K. Franz*
ACS Catal., 2022, 12, 3524−3533

2021

Recent advances in organocatalytic asymmetric multicomponent cascade reactions for enantioselective synthesis of spirooxindoles
Yongchao Wang*, Angel A. Cobo, Annaliese K. Franz
Org. Chem. Front., 2021, 8, 4315

Synthesis of Functionalized Silsesquioxane Nanomaterials by Rhodium-Catalyzed Carbene Insertion into Si−H bonds
Jake R. Jagannathan, Karina Targos, Annaliese K. Franz*
Angew. Chem. Int. Ed. 2021, 60,1–6

Quantitative label-free proteomics and biochemical analysis of Phaeodactylum tricornutum cultivation on dairy manure wastewater
Andrew R. Burch, Cody W. Yothers, Michelle R. Salemi, Brett S. Phinney, Pramod Pandey, Annaliese K. Franz*
J. Appl. Phycol. 2021, 33, 2105–2121

NMR Quantification of Hydrogen-Bond-Accepting Ability for Organic Molecules
Mira Miic, Karina Targos, Magda Tellez Chavez, Madison A. M. Thompson, Julia J. Jennings, Annaliese K. Franz*
J. Org. Chem. 2021, 86, 6031-6043

2020

NMR Quantification of H-bond Donating Ability for Bioactive Functional Groups and Isosteres
Julia J. Jennings, Mira Milic, Karina Targos, Annaliese K. Franz*
Eur. J. Med. Chem. 2020, 207, 112693.

NMR Quantification of Halogen-Bonding Ability to Evaluate Catalyst Activity
Yun-Pu Chang, Teresa Tang, Jake R. Jagannathan, Nadia Hirbawi, Shaoming Sun, Jonah Brown, and Annaliese K. Franz*
Org. Lett. 2020, 16, 6647-6652.

Enantioselective Si-H Insertion Reactions of Diarylcarbenes for the Synthesis of Silicon-Stereogenic Silanes
Jake R. Jagannathan, James C. Fettinger, Jared T. Shaw*, and Annaliese K. Franz*
J. Am. Chem. Soc. 2020, 147, 11674-11679.

2019

NMR Quantification of the Effects of Ligands and Counterions on Lewid Acid Catalysis
Julia J. Jennings, Benjamin W. Wigman, Brittany M. Armstrong, and Annaliese K. Franz*
J. Org. Chem 2019, 84, 15845-15853.

Catalytic Asymmetric Synthesis of Cyclopentene-spirooxindoles Bearing Vinylsilanes Capable of Further Transformations
Angel A. Cobo, Brittany M. Armstrong, James C. Fettinger, and Annaliese K. Franz*
Org. Lett. 2019, 21, 8196-8200.

Kinetic and Binding Studies Reveal Cooperativity and Off‐cycle Competition for H‐bonding Catalysis with Silsesquioxane Silanols
Jake R. Jagnnathan, Kayla Diemoz, Karina Targos, James Fettinger, Annaliese K. Franz*
Chem. Eur. J. 2019, 25, 14953-14958.

Metal-Free Synthesis of 1,3-Disiloxanediols and Aryl Siloxanols
Austin T. Kelly and Annaliese K. Franz*
ACS Omega 2019, 4, 6295-6300.

Producing Oleaginous Microorganisms Using Wastewater: Methods and Guidelines for Lab- and Industrial-Scale Production
Kayla M. Rude, Tyler J. Barzee, and Annaliese K. Franz*
Microbial Lipid Production: Methods in Molecular Biology 2019, 1995, 327-355.

Conversion of Microbial Lipids to Biodiesel and Basic Lab Tests for Analysis of Fuel-Quality Parameters
Annaliese K. Franz*, Cody Yothers
Microbial Lipid Production: Methods in Molecular Biology 2019, 1995, 285-310.

Sodium-Catalyzed Friedel-Crafts Reactions and Mechanistic Insight
Kelsey M. Mesa, Hailey A. Hibbard, and Annaliese K. Franz*
Org. Lett. 2019, 21, 3877-3881.

EPR Evidence for the Origin of Nonlinear Effects in an Enantioselective Cu(II)-Catalyzed Spiroannulation
Brittany M. Armstrong, Richard I. Sayler, Benjamin H. Shupe, Troy A. Stich, R. David Britt, and Annaliese K. Franz*
ACS Catal. 2019, 9, 1224-1230.

NMR Quantification of Hydrogen-Bond-Activating Effects for Organocatalysts including Boronic Acids
Kayla M. Diemoz and Annaliese K. Franz*
J. Org. Chem. 2019, 84, 1126-1138.

2017

Reaction Progress Kinetics Analysis of 1,3-Disiloxanediols as Hydrogen-Bonding Catalysts
Kayla M. Diemoz, Jason E. Hein, Sean O. Wilson, James C. Fettinger, Annaliese K. Franz*
J. Org. Chem. 2017, 82, 6738-6747.

2016

Synthesis of Structurally Varied 1,3-Disiloxanediols and Their Activity as Anion-Binding Catalysts
Kayla M. Diemoz, Sean O. Wilson, Annaliese K. Franz*
Chem. Eur. J. 2016, 22, 18349-18353.

Combined nitrogen limitation and hydrogen peroxide treatment enhances neutral lipid accumulation in the marine diatom Phaeodactylum tricornutum
Andrew R. Burch, Annaliese K. Franz*
Bioresour. Technol. 2016, 219, 559-565.

Lanthanum(III)-Catalyzed Three-Component Reaction of Coumarin-3-carboxylates for the Synthesis of Indolylmalonamides and Analysis of Their Photophysical Properties
J. J. Jennings, C. P. Bhatt, A. K. Franz*
J. Org. Chem. 2016, 81, 6211-6222.

Chlorella vulgaris production enhancement with supplementation of synthetic medium in dairy manure wastewater
Shi, J.; Pandey, P. K.*; Franz, A. K.; Deng, H.; Jeannotte, R.
AMB Expr. 2016, 6, 15-23.

2014

Titanium(IV)-Catalyzed Stereoselective Synthesis of Spirooxindole-1-pyrrolines
J. J. Badillo, C. J. A. Ribeiro, M. M. Olmstead, A. K. Franz*
Org. Lett 2014, 16, 6270-6273.

Distinct Roles for Mitogen-Activated Protein Kinase Signaling and Calmodulin-Binding Transcriptional Activator3 in Regulating the Peak Time and Amplitude of the Plant General Stress Response
M. Bjornson, G Benn, X. Song, L. Comai, A. K. Franz, A. M. Dandekar, G. Drakakaki, K. Dehesh*
Plant Physiology 2014, 166, 988-996.

Catalytic Enantioselective Carboannulation with Allylsilanes
N. R. Ball-Jones, J. J. Badillo, N. T. Tran, and A. K. Franz*
Angew. Chem. Int. Ed. 2014, 53, 9462-9465.
→ Highlighted in Synfacts, 2014, 1062.

Counterion effects in the catalytic stereoselective synthesis of 2,3′-pyrrolidinyl spirooxindoles
J. P. MacDonald, B. H. Shupe, J. D. Schreiber, and A. K. Franz*
Chem. Commun. 2014, 50, 5242-5244.

Supramolecular hydrogen-bonding assembly of silanediols with bifunctional heterocycles
N. T. Tran, S. O. Wilson, and A. K. Franz*
Chem. Commun. 2014, 50, 3738-3740.

2013

A comparison of lipid storage in Phaeodactylum tricornutum and Tetraselmis Suecica, using laser scanning confocal microscopy
D. M. Wong, and A. K. Franz*
J. Microbiol. Methods 2013, 95, 122-128.

Synthesis of Spirocarbamate Oxindoles via Intramolecular Trapping of a B-silyl Carbocation by an N-Boc Group
B. H. Shupe, E. E. Allen, J. P. MacDonald, S. O. Wilson, and A. K. Franz*
Org. Lett. 2013, 15, 3218-3221.

Phenotypic Screening with Oleaginous Microalgae Reveals Modulators of Lipid Productivity
A. K. Franz*, M. A. Danielwicz, and D. M. Wong, L. A. Anderson, and J. R. Boothe
ACS Chem. Biol. 2013, 8, 1053-1062.

Asymmetric Catalysis for the Synthesis of Spirocyclic Compounds
A. K. Franz*, N. V. Hanhan, and N. R. Ball-Jones
ACS Catal. 2013, 3, 540-553.

Organosilicon Molecules with Medicinal Applications
S. O. Wilson, and A. K. Franz*
J. Med. Chem. 2013, 56, 388-405.

2012

An improved high-throughput Nile red fluorescence assay for estimating intracellular lipids in a variety of yeast species
I. R. Sitepu, L. Ignatia, A. K. Franz, D. M. Wong, S. A. Faulina, M. Tsui, A. Kanti, K. Boundy-Mills
J. Microbiol. Methods, 2012, 91, 321-328.

NMR and X-ray Studies of Hydrogen Bonding for Amide-Containing Silanediols
S. O. Wilson, N. T. Tran, and A. K. Franz*
Organometallics 2012, 31, 6715-6718.

Real-Time Monitoring of Transesterification by 1H NMR Spectroscopy: Catalyst Comparison and Improved Calculation for Biodiesel Conversion
L. A. Anderson, and A. K. Franz*
Energy Fuels 2012, 26, 6404-6410.

Enantiocontrol with a Hydrogen-bond Directing Pyrrolidinylsilanol Catalyst
T. Min, J. C. Fettinger, and A. K. Franz*
ACS Catal. 2012, 2, 1661-1666.

Scandium(III)-Catalyzed Enantioselective Allylation of Isatins Using Allylsilanes
N. V. Hanhan, Y. C. Tang, N. T. Tran, and A. K. Franz*
Org. Lett. 2012, 14, 2218-2221.

Strategies for the enantioselective synthesis of spirooxindoles
N. R. Ball-Jones, J. J. Badillo and A. K. Franz*
Org. and Biomol. Chem. 2012, 10, 5165-5181.

Catalytic Stereoselective Synthesis of Diverse Oxindoles and Spirooxindoles from Isatins
J. P. MacDonald, J. J. Badillo, G. E. Arevalo, A. Silva-Garcia and A. K. Franz*
ACS Comb. Sci. 2012, 14, 285-293.

Catalytic Asymmetric [3+2] Annulation of Allylsilanes with Isatins: Synthesis of Spirooxindoles
N. V. Hanhan, N. R. Ball-Jones, N. T. Tran and A. K. Franz*
Angew. Chem. Int. Ed. 2012, 51, 989-992.

Cooperative Hydrogen-Bonding Effects in Silanediol Catalysis
N. T. Tran, S. O. Wilson, and A. K. Franz*
Org. Lett. 2012, 14, 186-189.

2011

Enantioselective and Regioselective Indium(III)-Catalyzed Addition of Pyrroles to Isatins
E. G. Gutierrez, C. J. Wong, A. H. Sahin, and A. K. Franz*
Org. Lett. 2011, 13, 5754-5757.

Enantioselective Pictet-Spengler Reactions of Isatins for the Synthesis of Spiroindolones
J. J. Badillo, A. Silva-Garcia, B. H. Shupe, J. C. Fettinger, and A. K. Franz*
Tetrahedron Lett.. 2011, 52, 5550-5553.

Triacylglycerol Profiling of Marine Microalgae by Mass Spectrometry
M. A. Danielewicz, L. A. Anderson, and A. K. Franz*
J. Lipid. Research 2011, 52, 2101.

Gas Phase Acidity Studies of Dual Hydrogen-Bonding Organic Silanols and Organocatalysts
M. Liu, N. T. Tran, A. K. Franz,* and J. K. Lee*
J. Org. Chem. 2011, 76, 7186-7194.

Silyl Fluoride Electrophiles for the Enantioselective Synthesis of Silylated Pyrrolidine Catalysts
K. I. Jentzsch, T. Min, J. I. Etcheson, J. C. Fettinger, and A. K. Franz*
J. Org. Chem. 2011, 76, 7065-7075.

Silanediol Hydrogen-bonding Activation of Carbonyl Compounds
N. T. Tran, T. Min, and A. K. Franz*
Chem. Eur. J. 2011, 17, 9897-9900.

Titanium-catalyzed Stereoselective Synthesis of Spirooxindole Oxazolines
J. J. Badillo, G. E. Arevalo, J. C. Fettinger, and A. K. Franz*
Org. Lett. 2011, 13, 418-421.

2010

Enantioselective Synthesis of Substituted Oxindoles and Spirooxindoles with Applications in Drug Discovery
J. J. Badillo, N. V. Hanhan, and A. K. Franz*
Curr. Opin. Drug Disc. Dev. 2010, 13, 758-766.

Catalytic Asymmetric Synthesis of Substituted 3-Hydroxy-2-Oxindoles
N. V. Hanhan, A. H. Sahin, T. W. Chang, J. C. Fettinger, and A. K. Franz*
Angew. Chem. Int. Ed. 2010, 49, 744-747.
→ Highlighted in Synfacts 2010, 4, 449.

2007

The Synthesis of Biologically Active Organosilicon Small Molecules
A. K. Franz*
Curr. Opin. Drug Disc. Dev. 2007, 10, 654-671.

PhD/Postdoctoral Studies

Synthesis and Cellular Profiling of Diverse Organosilicon Small Molecules
A. K. Franz, P. D. Dreyfuss, and S. L. Schreiber
J. Am. Chem. Soc. 2007, 129, 1020-1021.

Diastereoselective Silacyclopropanations of Functionalized Chiral Alkenes
T. G. Driver, A. K. Franz, and K. A. Woerpel
J. Am. Chem. Soc. 2002, 124, 6524-6525.

ZnBr₂-Catalyzed Insertions of Carbonyl Compounds into Silacyclopropanes: Regiochemical Reversal Dependent on Metal Salt
A. K. Franz, and K. A. Woerpel
Angew. Chem. Int. Ed. 2000, 39, 4295-4299.

Development of Reactions of Silacyclopropanes as New Nethods for Stereoselective Organic Synthesis
A. K. Franz, and K. A. Woerpel
Acc. Chem. Res. 2000, 33, 813-820.

Stereospecific and Regioselective Reactions and Silacyclopropanes with Carbonyl Compounds Catalyzed by Copper Salts: Evidence for a Transmetalation Mechanism
A. K. Franz, and K. A. Woerpel
J. Am. Chem. Soc. 1999, 121, 949-957.