Literature DB >> 23373732

Stereoselective approach to the racemic oxatetracyclic core of platensimycin.

Sakuya Horii1, Munefumi Torihata, Tomohiro Nagasawa, Shigefumi Kuwahara.   

Abstract

A highly stereoselective synthesis of the racemic oxatetracyclic core of platensimycin has been accomplished from a known bicyclic epoxy lactone by an 11-step sequence that involves a Diels-Alder cyclcoaddition to construct its cis-decalenone structural motif with complete regio- and stereoselectivity and a ring-closing metathesis to establish its whole carbon framework.

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Year:  2013        PMID: 23373732     DOI: 10.1021/jo302813y

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


  4 in total

Review 1.  Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products.

Authors:  Zachary G Brill; Matthew L Condakes; Chi P Ting; Thomas J Maimone
Journal:  Chem Rev       Date:  2017-03-15       Impact factor: 60.622

Review 2.  A brief history of antibiotics and select advances in their synthesis.

Authors:  Kyriacos C Nicolaou; Stephan Rigol
Journal:  J Antibiot (Tokyo)       Date:  2017-07-05       Impact factor: 2.649

3.  Short Enantioselective Formal Synthesis of (-)-Platencin.

Authors:  Christian Defieber; Justin T Mohr; Gennadii A Grabovyi; Brian M Stoltz
Journal:  Synthesis (Stuttg)       Date:  2018-07-23       Impact factor: 3.157

Review 4.  Total synthesis of natural products using hypervalent iodine reagents.

Authors:  Gaëtan Maertens; Chloé L'Homme; Sylvain Canesi
Journal:  Front Chem       Date:  2015-01-05       Impact factor: 5.221

  4 in total

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