Applications of -butanesulfinamide in the synthesis of N-heterocycles sulfinimines

Chiral sulfinamides are among the best known chiral auxiliaries in the stereoselective synthesis of amines and their derivatives. The most extensively used enantiopure tert -butanesulfinamide emerged as the gold standard among many others over the last two decades. The present review attempts to pro...

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Bibliographic Details
Published in:RSC advances 2020-11, Vol.1 (69), p.42441-42456
Main Authors: Philip, Rose Mary, Radhika, Sankaran, Saranya, P. V, Anilkumar, Gopinathan
Format: Article
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Summary:Chiral sulfinamides are among the best known chiral auxiliaries in the stereoselective synthesis of amines and their derivatives. The most extensively used enantiopure tert -butanesulfinamide emerged as the gold standard among many others over the last two decades. The present review attempts to provide an overview of tert -butanesulfinamide mediated asymmetric N-heterocycle synthesis via sulfinimines and covers literature from 2010-2020. This methodology offers general access to structurally diverse piperidines, pyrrolidines, azetidines, and their fused derivatives that represent the structural motif of many natural products and therapeutically applicable compounds. The review summarizes the usage of tert -butanesulfinamide for the construction of diverse N-heterocycles through sulfinimine intermediate over the last decade.
ISSN:2046-2069
DOI:10.1039/d0ra08819f