Premium
8‐Oxabicyclo[3.2.1]oct‐6‐en‐3‐ones: Application to the Asymmetric Synthesis of Polyoxygenated Building Blocks
Author(s) -
Hartung Ingo V.,
Hoffmann H. Martin R.
Publication year - 2004
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.200300622
Subject(s) - desymmetrization , enantioselective synthesis , aldol reaction , chemistry , natural product , cycloaddition , combinatorial chemistry , stereochemistry , computer science , organic chemistry , catalysis
The development and design of reliable and efficient methods for the construction of chiral building blocks are crucial in modern natural product synthesis. 8‐Oxabicyclo[3.2.1]oct‐6‐en‐3‐ones are readily accessible scaffolds with defined stereochemical features which have been exploited for non‐aldol approaches to the preparation of chiral building blocks. Strategies for their enantioselective synthesis, including asymmetric cycloaddition methods, desymmetrization protocols, and “racemic switch operations”, are presented and evaluated.