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TMSOTf mediated ‘5/6-endo-dig’ reductive hydroamination for the stereoselective synthesis of pyrrolidine and piperidine derivatives

Author:
Gharpure, Santosh J., Vishwakarma, Dharmendra S., Patel, Raj K.
Source:
Chemical communications 2019 v.55 no.48 pp. 6858-6861
ISSN:
1364-548X
Subject:
chemical reactions, diastereoselectivity, nitrogen, piperidines, stereoselective synthesis
Abstract:
A TMSOTf mediated 5/6-endo-dig reductive hydroamination cascade on internal alkynylamines gave expedient, stereoselective access to pyrrolidine and piperidine derivatives. We also demonstrate that a protecting group on nitrogen has a profound effect on the reactivity as well as diastereoselectivity of the reductive hydroamination cascade.
Agid:
6467772