Literature DB >> 22708653

Enantioselective synthesis of α-stereogenic γ-keto esters via formal umpolung.

G K Surya Prakash1, Fang Wang, Zhe Zhang, Chuanfa Ni, Ralf Haiges, George A Olah.   

Abstract

A feasible method has been developed for the enantioselective synthesis of α-stereogenic γ-keto esters. By employing nitro(phenylsulfonyl)methane as an acyl anion equivalent, the integrated Michael addition reaction-oxidative methanolysis protocol allows the preparation of various γ-keto esters with high optical purities.

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Year:  2012        PMID： 22708653     DOI： 10.1021/ol301112m

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


  3 in total

Review 1.  Chalcone: A Privileged Structure in Medicinal Chemistry.

Authors:  Chunlin Zhuang; Wen Zhang; Chunquan Sheng; Wannian Zhang; Chengguo Xing; Zhenyuan Miao
Journal:  Chem Rev       Date:  2017-05-10       Impact factor: 60.622

2.  Squaramide-catalyzed enantioselective Michael addition of masked acyl cyanides to substituted enones.

Authors:  Kin S Yang; Antoinette E Nibbs; Yunus E Türkmen; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2013-10-17       Impact factor: 15.419

3.  General allylic C-H alkylation with tertiary nucleophiles.

Authors:  Jennifer M Howell; Wei Liu; Andrew J Young; M Christina White
Journal:  J Am Chem Soc       Date:  2014-04-02       Impact factor: 15.419
  3 in total

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