Asymmetric Total Synthesis of Rhizoxin D Financial support has been provided by the National Institutes of Health (through grant GM-28961) and by Pfizer, Inc.

Abstract

Catalytic asymmetric allylation (CAA) using tributyl-(2-ethylallyl)stannane as a methyl ethyl ketone equivalent plays a key role in this synthesis of rhizoxin D. A subsequent substrate-directed acetal aldol reaction, fragment assembly by a modified Julia procedure, and directed electron transfer reduction are used to complete the synthesis (see scheme).