Issue 32, 2013
From the journal:

Organic & Biomolecular Chemistry

Gorlos-phos: addressing the stereoselectivity in palladium-catalyzed exo-mode cyclization of allenes with a nucleophilic functionality†

Juntao Ye,a   Suhua Lia  and  Shengming Ma*ab  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, P. R. China

b Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. China
E-mail: masm@sioc.ac.cn
Fax: (+86)-21-6260-9305

Abstract

A novel catalyst system has been indentified for addressing the long-standing issue of Z/E stereoselectivity in palladium-catalyzed exo-mode cyclization reactions of allenes bearing a nucleophilic functionality with organic halides or their equivalents. The readily accessible, sterically hindered monophosphine ligand Gorlos-Phos·HBF444 imparts a remarkable stereocontrolling ability with broad generality under Pd catalysis.

Graphical abstract: Gorlos-phos: addressing the stereoselectivity in palladium-catalyzed exo-mode cyclization of allenes with a nucleophilic functionality

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Article information

DOI
https://doi.org/10.1039/C3OB40983J
Article type
Paper
Submitted
09 May 2013
Accepted
25 Jun 2013
First published
25 Jun 2013

Org. Biomol. Chem., 2013,11, 5370-5373

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Gorlos-phos: addressing the stereoselectivity in palladium-catalyzed exo-mode cyclization of allenes with a nucleophilic functionality

J. Ye, S. Li and S. Ma, Org. Biomol. Chem., 2013, 11, 5370 DOI: 10.1039/C3OB40983J

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