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Efficient Construction of Oxa‐ and Aza‐[ n .2.1] Skeletons: Lewis Acid Catalyzed Intramolecular [3+2] Cycloaddition of Cyclopropane 1,1‐Diesters with Carbonyls and Imines
Author(s) -
Xing Siyang,
Pan Wenyan,
Liu Chang,
Ren Jun,
Wang Zhongwen
Publication year - 2010
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.201000563
Subject(s) - cyclopropane , intramolecular force , cycloaddition , lewis acids and bases , chemistry , catalysis , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , computer science , ring (chemistry)
Building bridges : A Lewis acid promoted intramolecular [3+2] cycloaddition of cyclopropane 1,1‐diesters with aldehydes, ketones, and imines (see scheme) has been developed to provide a general and efficient strategy for construction of bridged oxa‐ and aza‐[ n. 2.1] ( n =2,3,4) skeletons. To highlight this method, the core of platensimycin was also constructed.