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Diastereoselective Synthesis of Functionalized Indolines Using in situ Generated Allyl Boronic Species

Accepted version
Peer-reviewed

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Abstract

A new three-component coupling protocol for preparation of functionalized indolines, with a high degree of diastereoselectivity, has been developed. The protocol is based on the in situ homologation of vinyl boronic acids to allylboronic acids, using TMSCHN2 as carbon source, and subsequent coupling reaction with indoles to give 2-substituted indolines. The scope of the method was exemplified in several examples.

Description

Journal Title

Synlett

Conference Name

Journal ISSN

0936-5214
1437-2096

Volume Title

29

Publisher

Thieme

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Except where otherwised noted, this item's license is described as Attribution 4.0 International
Sponsorship
Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
São Paulo Research Foundation – FAPESP (awards No. 2014/26378-2 and 2014/25770-6 award No. 2016/05630-0), CNPq (award No. 453862/2014-4), Croucher Foundation