Literature DB >> 20297800

A unified total synthesis of aspergillides A and B.

Haruhiko Fuwa1, Hiroshi Yamaguchi, Makoto Sasaki.   

Abstract

An enantioselective total synthesis of aspergillides A and B has been accomplished based on a unified strategy, wherein a hydroxy-directed, highly chemoselective olefin cross-metathesis and a diastereoselective intramolecular oxa-conjugate cyclization were employed to forge the 2,6-substituted tetrahydropyran substructure.

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Year:  2010        PMID: 20297800     DOI: 10.1021/ol100463a

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


  4 in total

1.  Transition-metal-catalyzed synthesis of aspergillide B: an alkyne addition strategy.

Authors:  Barry M Trost; Mark J Bartlett
Journal:  Org Lett       Date:  2012-02-22       Impact factor: 6.005

2.  The allylic chalcogen effect in olefin metathesis.

Authors:  Yuya A Lin; Benjamin G Davis
Journal:  Beilstein J Org Chem       Date:  2010-12-23       Impact factor: 2.883

3.  Grubbs cross-metathesis pathway for a scalable synthesis of γ-keto-α,β-unsaturated esters.

Authors:  Reji N Nair; Thomas D Bannister
Journal:  J Org Chem       Date:  2014-01-21       Impact factor: 4.354

4.  A carbohydrate approach for the formal total synthesis of (-)-aspergillide C.

Authors:  Pabbaraja Srihari; Namballa Hari Krishna; Ydhyam Sridhar; Ahmed Kamal
Journal:  Beilstein J Org Chem       Date:  2014-12-23       Impact factor: 2.883

  4 in total

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