Highly Diastereo- and Enantioselective Cyclopropanation of 1,2-Disubstituted Alkenes

A helping hand: A series of bis(oxazoline) ligands, which contain pendant C2‐symmetry‐breaking groups, for the Cu‐catalyzed asymmetric cyclopropanation of 1,2‐disubstituted alkenes has been developed. Under mild reaction conditions, both cis‐ and trans‐1,2‐substituted alkenes can be converted into t...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-08, Vol.51 (35), p.8838-8841
Main Authors: Li, Jun, Liao, Sai-Hu, Xiong, Hu, Zhou, You-Yun, Sun, Xiu-Li, Zhang, Yue, Zhou, Xiao-Guang, Tang, Yong
Format: Article
Language:English
Subjects:
Alkenes
Asymmetry
Copper
cyclopropanation
diazo compounds
homogeneous catalysis
Jewelry
Level (quantity)
Ligands
Organic compounds
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Summary:A helping hand: A series of bis(oxazoline) ligands, which contain pendant C2‐symmetry‐breaking groups, for the Cu‐catalyzed asymmetric cyclopropanation of 1,2‐disubstituted alkenes has been developed. Under mild reaction conditions, both cis‐ and trans‐1,2‐substituted alkenes can be converted into the corresponding 1,2,3‐trisubstituted cyclopropanes with high levels of diastereo‐ and enantioselectivity (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201203218