Studies toward the total synthesis of sorangiolides and their analogues. A convergent stereoselective synthesis of the macrocyclic lactone precursors. Academic Article uri icon

Overview

abstract

  • Stereoselective synthesis of the fully protected 18-membered macrocyclic lactones as the immediate precursors of the natural products, sorangiolides A and B, is described. The key steps used in the synthesis include the sp3-hybridized carbon-carbon Fu cross coupling, the stereoselective Evans' aldol reaction with 1,5-anti induction, the 1,3-diastereoselective syn reduction of a beta-hydroxyketone intermediate, and Mukaiyama macrolactonization reactions.

publication date

  • May 16, 2007

Research

keywords

  • Lactones
  • Macrocyclic Compounds

Identity

Scopus Document Identifier

  • 34250886301

PubMed ID

  • 17503834

Additional Document Info

volume

  • 9

issue

  • 12