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2. ChemInform Abstract: Super Silyl Group for a Sequential Diastereoselective Aldol-Polyhalomethyllithium Addition Reaction

Author

Matthew B. Boxer and Hisashi Yamamoto

Subjects
Addition reaction, Aldol reaction, Silylation, Chemistry, Group (periodic table), Organic chemistry, Halogenation, General Medicine, Combinatorial chemistry, Stereocenter
Abstract

The super silyl group governs high diastereoselectivity and yields for a sequential aldol-polyhalomethyllithium addition reaction. This unique silyl group is necessary to obtain the diastereoselectivities associated with this sequential reaction, capable of generating two new stereocenters. Alpha-polyhalomethylcarbinols are generated with the simple and inexpensive dihalomethanes and trihalomethanes.

Published
2008

3. ChemInform Abstract: Ketone Super Silyl Enol Ethers in Sequential Reactions: Diastereoselective Generation of Tertiary Carbinols in One-Pot

Author

Hisashi Yamamoto, Matthew B. Boxer, and Matsujiro Akakura

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, Ketone, chemistry, Nucleophile, Silylation, Aldol reaction, Organic chemistry, Alcohol, General Medicine, Silyl enol ether, Aldehyde, Enol
Abstract

Ketone super silyl enol ethers are shown to be excellent nucleophiles in the Mukaiyama aldol reaction as well as in sequential one-pot diastereoselective reactions. High yields and diastereoselectivities are obtained with a variety of silyl enol ether/aldehyde/Grignard combinations. The utility of this reaction is exemplified in a one-pot 4-component reaction generating two secondary and one tertiary alcohol in one step.

Published
2008

5. Inside Cover: A Highly Potent and Selective Caspase 1 Inhibitor that Utilizes a Key 3-Cyanopropanoic Acid Moiety (ChemMedChem 5/2010)

Author

Anton Simeonov, Min Shen, Matthew B. Boxer, Craig J. Thomas, Douglas S. Auld, Ajit Jadhav, Amy M. Quinn, and William Leister

Subjects
Pharmacology, biology, Stereochemistry, Chemistry, Organic Chemistry, CASPASE 1 INHIBITOR, Biochemistry, Drug Discovery, biology.protein, Molecular Medicine, Moiety, Cover (algebra), General Pharmacology, Toxicology and Pharmaceutics, Caspase
Published
2010

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