Literature DB >> 11485467

Enantiocontrolled preparation of indolizidines: synthesis of (-)-2-epilentiginosine and (+)-lentiginosine.

M O Rasmussen1, P Delair, A E Greene.   

Abstract

A highly stereoselective approach to (-)-2-epilentiginosine and (+)-lentiginosine has been developed based on a diastereofacially selective cycloaddition of dichloroketene with a chiral dienol ether. The two naturally occurring indolizidines are each obtained enantioselectively (> or = 99:1) in ca. 8.5% overall yield.

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Year:  2001        PMID: 11485467     DOI: 10.1021/jo010298r

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


  2 in total

1.  A divergent asymmetric approach to aza-spiropyran derivative and (1S,8aR)-1-hydroxyindolizidine.

Authors:  Jian-Feng Zheng; Wen Chen; Su-Yu Huang; Jian-Liang Ye; Pei-Qiang Huang
Journal:  Beilstein J Org Chem       Date:  2007-11-08       Impact factor: 2.883

2.  Use of chiral-pool approach into epi-thieno analogues of the scarce bioactive phenanthroquinolizidine alkaloids.

Authors:  Peter Šafář; Štefan Marchalín; Nadežda Prónayová; Viktor Vrábel; Ata Martin Lawson; Mohamed Othman; Adam Daïch
Journal:  Tetrahedron       Date:  2016-04-21       Impact factor: 2.457

  2 in total

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