Literature DB >> 24575888

Asymmetric synthesis of the HMG-CoA reductase inhibitor atorvastatin calcium: an organocatalytic anhydride desymmetrization and cyanide-free side chain elongation approach.

Xiaofei Chen1, Fangjun Xiong, Wenxue Chen, Qiuqin He, Fener Chen.   

Abstract

An efficient asymmetric synthesis of atorvastatin calcium has been achieved from commercially available diethyl 3-hydroxyglutarate through a novel approach that involves an organocatalytic enantioselective cyclic anhydride desymmetrization to establish C(3) stereogenicity and cyanide-free assembly of C7 amino type side chain via C5+C2 strategy as the key transformations.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 24575888     DOI: 10.1021/jo402829b

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


  3 in total

Review 1.  Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.

Authors:  Katherine M Byrd
Journal:  Beilstein J Org Chem       Date:  2015-04-23       Impact factor: 2.883

2.  Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides.

Authors:  Lingjun Xu; Shuwen Han; Linjie Yan; Haifeng Wang; Haihui Peng; Fener Chen
Journal:  Beilstein J Org Chem       Date:  2018-01-31       Impact factor: 2.883

3.  Chiral Syn-1,3-diol Derivatives via a One-Pot Diastereoselective Carboxylation/ Bromocyclization of Homoallylic Alcohols.

Authors:  Guanxin Huang; Minjie Liu; Fangjun Xiong; Ge Meng; Yuan Tao; Yan Wu; Haihui Peng; Fener Chen
Journal:  iScience       Date:  2018-11-09
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.