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. 2013 Mar 15;78(6):2798-801.
doi: 10.1021/jo302813y. Epub 2013 Feb 11.

Stereoselective approach to the racemic oxatetracyclic core of platensimycin

Sakuya Horii  1 , Munefumi Torihata, Tomohiro Nagasawa, Shigefumi Kuwahara
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Stereoselective approach to the racemic oxatetracyclic core of platensimycin

Sakuya Horii et al. J Org Chem. .

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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