Issue 24, 2016
From the journal:

Organic & Biomolecular Chemistry

A highly enantioselective Hg(ii)-catalyzed Sakurai–Hosomi reaction of isatins with allyltrimethylsilanes†

Zhong-Yan Cao,a   Jia-Sheng Jiangb  and  Jian Zhou*ac  

* Corresponding authors

a Shanghai Key Laboratory of Green Chemistry and Chemical Process, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. China
E-mail: jzhou@chem.ecnu.edu.cn
Fax: +86 21-6223-4560
Tel: +86 21-6223-4560

b Mengcheng No. 1 Middle School, Anhui, P. R. China

c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, CAS, Shanghai 200032, P. R. China

Abstract

A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai–Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5–1.0 mol% of catalyst loading.

Graphical abstract: A highly enantioselective Hg(ii)-catalyzed Sakurai–Hosomi reaction of isatins with allyltrimethylsilanes

  • This article is part of the themed collection: New Talent
About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C5OB02582F
Article type
Communication
Submitted
16 Dec 2015
Accepted
21 Dec 2015
First published
22 Dec 2015

Org. Biomol. Chem., 2016,14, 5500-5504

Permissions

Request permissions

A highly enantioselective Hg(II)-catalyzed Sakurai–Hosomi reaction of isatins with allyltrimethylsilanes

Z. Cao, J. Jiang and J. Zhou, Org. Biomol. Chem., 2016, 14, 5500 DOI: 10.1039/C5OB02582F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements