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Allenes in Catalytic Asymmetric Synthesis and Natural Product Syntheses
Author(s) -
Yu Shichao,
Ma Shengming
Publication year - 2012
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.201101460
Subject(s) - cycloisomerization , cycloaddition , natural product , catalysis , chemistry , substituent , reactivity (psychology) , allene , combinatorial chemistry , axial chirality , molecule , organic synthesis , chirality (physics) , cyclopropane , computational chemistry , organic chemistry , enantioselective synthesis , ring (chemistry) , physics , medicine , chiral symmetry breaking , alternative medicine , pathology , quantum mechanics , quark , nambu–jona lasinio model
Allenes are the simplest class of cumulenes, with two contiguous CC bonds, and show unique physical and chemical properties. These features make allenes particularly attractive in modern organic chemistry. In this Review, attention is paid to the advances made in catalytic asymmetric synthesis and natural product syntheses based on well‐established reactions of allenes, such as propargylation, addition, cycloaddition, cycloisomerization, cyclization, etc., with or without catalysts. Their versatile reactivity, substituent‐loading ability, axial to center chirality transfer, and controllable selectivity allow access to target molecules by unique and efficient approaches. The main topics in this Review are presented with selected examples from 2003 to 2011.