J. Am. Chem. Soc., 129 (12), 3516 -3517, 2007. 10.1021/ja0691728 S0002-7863(06)09172-4
Web Release Date: February 23, 2007

Copyright © 2007 American Chemical Society

Total Synthesis of Jerangolid D

Jií Pospíil and Istvn E. Markó*

Département de Chimie, Bâtiment Lavoisier, Université catholique de Louvain, Place Louis Pasteur 1, B-1348 Louvain-la-Neuve, Belgium

marko@chim.ucl.ac.be

Received January 4, 2007

Abstract:

A short and convergent synthesis of jerangolid D is described. As key steps, a Blaise reaction is employed to construct the lactone ring, a diastereoselective multicomponent Sakurai condensation leads to the dihydropyran ring, and the skipped diene is assembled using a modified Julia olefination.


Download the full text: PDF | HTML