Stereoselective Synthesis of Alcohols, XLV:1Recent Developments in the Generation of the Stereotriad "D"

Abstract

The stereotriad D has been the most elusive one to obtain in the course of the synthesis of polyketide derived natural products. Many research groups involved in such endeavours have contributed original approaches to this seemingly simple structural unit. The most popular approach is to generate a building block that contains all the stereocenters of the triad D. The molecular skeleton may then be extended from such a building block in two directions. We describe here our own route to such building blocks, being based on an enantioselective crotylboration of methacrolein followed by a diastereoselective hydroboration reaction.