Asymmetric Catalytic Mannich Reactions Catalyzed by Urea Derivatives: Enantioselective Synthesis of β-Aryl-β-Amino Acids
Top Cited Papers
- 15 October 2002
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 124 (44) , 12964-12965
- https://doi.org/10.1021/ja028353g
Abstract
Highly enantioselective addition reactions between silyl ketene acetals and N-Boc aldimines are catalyzed by the thiourea-based catalyst 1c. Extraordinary scope is observed in this methodology with regard to the imine substrate, with aryl and heteroaromatic derivatives generally affording nearly quantitative yields of β-amino ester product in up to 98% enantioselectivity.Keywords
This publication has 7 references indexed in Scilit:
- Structure-Based Analysis and Optimization of a Highly Enantioselective Catalyst for the Strecker ReactionJournal of the American Chemical Society, 2002
- A General Catalyst for the Asymmetric Strecker ReactionAngewandte Chemie International Edition in English, 2000
- Enantioselective Catalytic Addition of HCN to Ketoimines. Catalytic Synthesis of Quaternary Amino AcidsOrganic Letters, 2000
- Foldamers: A ManifestoAccounts of Chemical Research, 1998
- A Ternary Complex Reagent for an Asymmetric Reaction of Lithium Ester Enolates with IminesJournal of the American Chemical Society, 1997
- Asymmetric synthesis of taxol arid taxotère side chains by enolate hydroxylationCanadian Journal of Chemistry, 1996
- Highly Stereocontrolled and Efficient Preparation of the Protected, Esterification-Ready Docetaxel (Taxotere) Side ChainThe Journal of Organic Chemistry, 1994