Literature DB >> 19152260

Chiral primary-tertiary diamine catalysts derived from natural amino acids for syn-aldol reactions of hydroxy ketones.

Jiuyuan Li1, Sanzhong Luo, Jin-Pei Cheng.   

Abstract

A series of primary-tertiary diamine catalysts were designed and synthesized from primary natural amino acids. Application of these new chiral catalysts in direct aldol reactions of alpha-hydroxyketones showed very good catalytic activity (up to 97% yield) and high syn selectivity (up to syn/ anti = 30:1, 99% ee).

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Year:  2009        PMID： 19152260     DOI： 10.1021/jo802557p

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

Review 1.  The direct catalytic asymmetric aldol reaction.

Authors:  Barry M Trost; Cheyenne S Brindle
Journal:  Chem Soc Rev       Date:  2010-02-17       Impact factor: 54.564

2.  Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: Highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents.

Authors:  Xiang Sun; Yunwei Chen; Ningjie Wu; Chi Soo Kang; Hyun A Song; Shengnan Jin; Yao Fu; Henry Bryant; Joseph A Frank; Hyun-Soon Chong
Journal:  RSC Adv       Date:  2015-11-03       Impact factor: 3.361

3.  Direct synthesis of amides from carboxylic acids and amines using B(OCH2CF3)3.

Authors:  Rachel M Lanigan; Pavel Starkov; Tom D Sheppard
Journal:  J Org Chem       Date:  2013-04-16       Impact factor: 4.354
  3 in total

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