Rhodium (I)‐Catalyzed Intermolecular Aza‐[4+ 3] Cycloaddition of Vinyl Aziridines and Dienes: Atom‐Economical Synthesis of Enantiomerically Enriched …

CZ Zhu, JJ Feng, J Zhang - Angewandte Chemie International …, 2017 - Wiley Online Library
CZ Zhu, JJ Feng, J Zhang
Angewandte Chemie International Edition, 2017Wiley Online Library
A new synthetic application of vinyl aziridines as N‐containing three‐atom components in a
rhodium‐catalyzed [4+ 3] cycloaddition reaction is described. The reaction proceeds well
with various silyl dienol ethers and vinyl aziridines, and enables the efficient synthesis of
highly functionalized azepines in an enantioselective manner with net inversion of absolute
configuration. The salient features of the transformation include the use of readily available
substrates, high selectivity, and mild reaction conditions, as well as the versatile …
Abstract
A new synthetic application of vinyl aziridines as N‐containing three‐atom components in a rhodium‐catalyzed [4+3] cycloaddition reaction is described. The reaction proceeds well with various silyl dienol ethers and vinyl aziridines, and enables the efficient synthesis of highly functionalized azepines in an enantioselective manner with net inversion of absolute configuration. The salient features of the transformation include the use of readily available substrates, high selectivity, and mild reaction conditions, as well as the versatile functionalization of the products.
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