Efficient Synthesis of Imino-methano Tröger Bases by Nitrene Insertions into C–N Bonds

Pujari, Sandip; Guenee, Laure; Lacour, Jérôme

doi:10.1021/ol4016892

Scientific article

English

Efficient Synthesis of Imino-methano Tröger Bases by Nitrene Insertions into C–N Bonds

ContributorsPujari, Sandip; Guenee, Laure; Lacour, Jérôme

Published inOrganic letters, vol. 15, no. 15, p. 3930-3933

Publication date2013

Abstract

A direct nitrene insertion into C–N bonds is observed upon treatment of methano-Tröger bases with arylsulfonyl iminophenyliodinanes under copper and dirhodium catalysis. Novel cyclic imino-methano Tröger bases are obtained (55–88%). Enantiopure products (ee ≥ 99%) can be obtained with tailored substrates.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

PUJARI, Sandip, GUENEE, Laure, LACOUR, Jérôme. Efficient Synthesis of Imino-methano Tröger Bases by Nitrene Insertions into C–N Bonds. In: Organic letters, 2013, vol. 15, n° 15, p. 3930–3933. doi: 10.1021/ol4016892

Article (Published version)

Identifiers

PID : unige:29040
DOI : 10.1021/ol4016892

Journal ISSN1523-7052

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Creation02/08/2013 14:53:00

First validation02/08/2013 14:53:00

Update time14/03/2023 20:21:23

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Efficient Synthesis of Imino-methano Tröger Bases by Nitrene Insertions into C–N Bonds

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