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Catalytic Enantioselective Synthesis of Oxindoles and Benzofuranones That Bear a Quaternary Stereocenter
Author(s) -
Hills Ivory D.,
Fu Gregory C.
Publication year - 2003
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.200351666
Subject(s) - stereocenter , enantioselective synthesis , catalysis , indole test , benzofuran , chemistry , stereochemistry , organic chemistry
A common feature in indole‐ and benzofuran‐derived natural products is a quaternary stereocenter in the 3‐position of the heterocycle. The catalyst (−)‐ 1 promotes the asymmetric synthesis of such compounds 3 (with up to 99 % ee ) through the rearrangement of O ‐acylated benzofuranones (X=O) and oxindoles (X=NR 2 ) 2 .
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