Literature DB >> 12167010

The enantioselective synthesis of alpha-amino acid derivatives via organoboranes.

Martin J O'Donnell1, Mark D Drew, Jeremy T Cooper, Francisca Delgado, Changyou Zhou.   

Abstract

Optically active (S)-alpha-amino acids are prepared in 54-95% ee (12 cases) by reaction of the Schiff base acetate of glycine tert-butyl ester with B-alkyl-9-BBN derivatives in the presence of the Cinchona alkaloid, cinchonidine, and base. The enantiomeric (R)-alpha-amino acids are available in 59-92% ee (3 cases) by using cinchonine as the chiral control element.

Entities:  

Mesh：

Substances：

Year:  2002        PMID： 12167010     DOI： 10.1021/ja017522e

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  2 in total

1.  Scope and mechanism of the Pt-catalyzed enantioselective diboration of monosubstituted alkenes.

Authors:  John R Coombs; Fredrik Haeffner; Laura T Kliman; James P Morken
Journal:  J Am Chem Soc       Date:  2013-07-18       Impact factor: 15.419

2.  Distributed Drug Discovery, Part 2: global rehearsal of alkylating agents for the synthesis of resin-bound unnatural amino acids and virtual D(3) catalog construction.

Authors:  William L Scott; Jordi Alsina; Christopher O Audu; Evgenii Babaev; Linda Cook; Jeffery L Dage; Lawrence A Goodwin; Jacek G Martynow; Dariusz Matosiuk; Miriam Royo; Judith G Smith; Andrew T Strong; Kirk Wickizer; Eric M Woerly; Ziniu Zhou; Martin J O'Donnell
Journal:  J Comb Chem       Date:  2009 Jan-Feb
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.