Literature DB >> 12713315

Direct catalytic asymmetric aldol-type reaction of aldehydes with ethyl diazoacetate.

Wengang Yao1, Jianbo Wang.   

Abstract

The direct aldol-type condensation of aldehydes with ethyl diazoacetate catalyzed by the chiral complex of BINOL derivatives-Zr(O(t)Bu)(4) gave beta-hydroxy alpha-diazo carbonyl compounds with moderate enantioselectivities (53-87% ee). [reaction: see text]

Entities:  

Year:  2003        PMID： 12713315     DOI： 10.1021/ol0343257

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  11 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.  Catalytic nucleophilic glyoxylation of aldehydes.

Authors:  Kimberly M Steward; Jeffrey S Johnson
Journal:  Org Lett       Date:  2010-06-18       Impact factor: 6.005

3.  Asymmetric synthesis of α-keto esters via Cu(II)-catalyzed aerobic deacylation of acetoacetate alkylation products: an unusually simple synthetic equivalent to the glyoxylate anion synthon.

Authors:  Kimberly M Steward; Jeffrey S Johnson
Journal:  Org Lett       Date:  2011-04-12       Impact factor: 6.005

4.  Development of the enantioselective addition of ethyl diazoacetate to aldehydes: asymmetric synthesis of 1,2-diols.

Authors:  Barry M Trost; Sushant Malhotra; Philipp Koschker; Pascal Ellerbrock
Journal:  J Am Chem Soc       Date:  2012-01-18       Impact factor: 15.419

5.  Silyl glyoxylates. Conception and realization of flexible conjunctive reagents for multicomponent coupling.

Authors:  Gregory R Boyce; Stephen N Greszler; Jeffrey S Johnson; Xin Linghu; Justin T Malinowski; David A Nicewicz; Andrew D Satterfield; Daniel C Schmitt; Kimberly M Steward
Journal:  J Org Chem       Date:  2012-03-23       Impact factor: 4.354

6.  Brønsted Acid/Lewis Acid Cooperatively Catalyzed Addition of Diazoester to 2H-chromene Acetals.

Authors:  Yi Luan; Yue Qi; Hongyi Gao; Qianqian Ma; Scott E Schaus
Journal:  European J Org Chem       Date:  2014-11-01

7.  BOROX catalysis: self-assembled amino-BOROX and imino-BOROX chiral Brønsted acids in a five component catalyst assembly/catalytic asymmetric aziridination.

Authors:  Anil K Gupta; Munmun Mukherjee; Gang Hu; William D Wulff
Journal:  J Org Chem       Date:  2012-09-04       Impact factor: 4.354

8.  Asymmetric synthesis of diverse glycolic acid scaffolds via dynamic kinetic resolution of α-keto esters.

Authors:  Kimberly M Steward; Michael T Corbett; C Guy Goodman; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2012-11-27       Impact factor: 15.419

9.  Magnesium-catalyzed asymmetric direct aldol addition of ethyl diazoacetate to aromatic, aliphatic, and alpha,beta-unsaturated aldehydes.

Authors:  Barry M Trost; Sushant Malhotra; Benjamin A Fried
Journal:  J Am Chem Soc       Date:  2009-02-11       Impact factor: 15.419

10.  Small molecule inhibitors of AI-2 signaling in bacteria: state-of-the-art and future perspectives for anti-quorum sensing agents.

Authors:  Min Guo; Sonja Gamby; Yue Zheng; Herman O Sintim
Journal:  Int J Mol Sci       Date:  2013-08-29       Impact factor: 5.923
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