Total Synthesis of Epothilone
D: The Nerol/Macroaldolization
Approach
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Abstract
A highly convergent and stereocontrolled
synthesis of epothilone
D (<b>4</b>) is reported. Key features are a cheap and <i>Z</i>-selective synthesis of the northern half based on nerol
and acetoacetate and chromium(II)-mediated Reformatsky reactions as
a powerful tool for chemoselective asymmetric carbon–carbon
bond formations, including an unusual stereospecific macroaldolization