Literature DB >> 12201784

Stereoselective synthesis of (+)-boronolide.

Miguel Carda1, Santiago Rodríguez, Beatriz Segovia, J Alberto Marco.   

Abstract

The delta-lactone boronolide (+)-1, a pharmacologically active, naturally occurring product, has been synthesized in enantiopure form with L-erythrulose as the chiral starting material. The key steps of the synthesis were a highly stereoselective aldol-reduction one-pot sequence, an indium-mediated diastereoselective aldehyde allylation, and a ring-closing metathesis.

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Year:  2002        PMID: 12201784     DOI: 10.1021/jo025813f

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


  3 in total

1.  Stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (jaspine B) from D-xylose.

Authors:  Yuguo Du; Jun Liu; Robert J Linhardt
Journal:  J Org Chem       Date:  2006-02-03       Impact factor: 4.354

2.  The first total synthesis of sporiolide A.

Authors:  Yuguo Du; Qi Chen; Robert J Linhardt
Journal:  J Org Chem       Date:  2006-10-27       Impact factor: 4.354

3.  Synthesis of gem-difluoromethylenated analogues of boronolide.

Authors:  Jing Lin; Xiao-Long Qiu; Feng-Ling Qing
Journal:  Beilstein J Org Chem       Date:  2010-04-20       Impact factor: 2.883

  3 in total

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