Issue 11, 2016

A multicomponent approach for the preparation of homoallylic alcohols

Abstract

Here we report the in situ generation of transient allylic boronic species, by reacting TMSCHN2 and E-vinyl boronic acids, followed by their subsequent trapping with aldehydes as electrophiles to yield homoallylic alcohols. This metal-free reaction was initially discovered by the use of a flow chemistry approach to generate a variety of homoallylic alcohols in a straightforward fashion and then transferred to a batch protocol.

Graphical abstract: A multicomponent approach for the preparation of homoallylic alcohols

Supplementary files

Article information

Article type
Edge Article
Submitted
12 Jun 2016
Accepted
05 Jul 2016
First published
08 Jul 2016
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2016,7, 6803-6807

Author version available

A multicomponent approach for the preparation of homoallylic alcohols

J. Poh, S. Lau, I. G. Dykes, D. N. Tran, C. Battilocchio and S. V. Ley, Chem. Sci., 2016, 7, 6803 DOI: 10.1039/C6SC02581A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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