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 | Zendy

Xing Siyang | Zendy; Pan Wenyan | Zendy; Liu Chang | Zendy; Ren Jun | Zendy; Wang Zhongwen | Zendy

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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.

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