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

Organic letters (2007-08-19)
Jian Wang, Brian L Pagenkopf
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(Triphenylphosphoranylidene)acetaldehyde, 95%