Premium
Applications of the Wittig–Still Rearrangement in Organic Synthesis
Author(s) -
Rycek Lukas,
Hudlicky Tomas
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201611329
Subject(s) - wittig reaction , context (archaeology) , natural product , chemistry , organic synthesis , organic chemistry , stereochemistry , combinatorial chemistry , biology , catalysis , paleontology
Abstract This Review traces the discovery of the Wittig–Still rearrangement and its applications in organic synthesis. Its relationship to Wittig rearrangements is discussed along with detailed analysis of E/Z‐ and diastereoselectivity. Modifications of the products arising from the Wittig–Still rearrangement are reviewed in the context of increased complexity in intermediates potentially useful in target‐oriented synthesis. Early applications of the Wittig–Still rearrangement to modifications of steroids are reviewed as are applications to various terpene and alkaloid natural product targets and miscellaneous compounds. To the best of our knowledge, the literature is covered through December 2016.