First total synthesis and structural reassignment of (-)-aplysiallene.

Authors

Jian Wang
Brian L Pagenkopf

Document Type

Article

Publication Date

8-30-2007

Journal

Organic letters

Volume

9

Issue

18

First Page

3703

Last Page

3706

URL with Digital Object Identifier

10.1021/ol701797e

Abstract

The first total synthesis of (-)-aplysiallene has been completed in 16 steps and features a key sequential Mukaiyama aerobic oxidative cyclization to prepare the fused bis-THF core. The original stereochemical assignment has been revised as shown.