Design, synthesis and application of a new type of bifunctional Le-Phos in highly enantioselective γ-addition reactions of N-centered nucleophiles to allenoates

Haile Qiu; Xiaofeng Chen; Junliang Zhang

doi:10.1039/C9SC04073K

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Design, synthesis and application of a new type of bifunctional Le-Phos in highly enantioselective γ-addition reactions of N-centered nucleophiles to allenoates†

Haile Qiu,‡^a Xiaofeng Chen ‡^a and Junliang Zhang

*^ab

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* Corresponding authors

^a Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663 N. Zhongshan Road, Shanghai, P. R. China (200062)
E-mail: jlzhang@chem.ecnu.edu.cn

^b Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, P. R. China (200438)
E-mail: junliangzhang@fudan.edu.cn

Abstract

A novel class of cyclic phosphine derived bifunctional catalysts (Le-Phos) is reported, which can be readily prepared from inexpensive and commercially available starting materials and exhibit good performances in enantioselective γ-addition reactions of N-centered nucleophiles and allenoates under mild conditions. The salient features of this reaction include high product yields, good enantioselectivity, mild reaction conditions, and broad substrate scope and gram-scale scalability.

This article is part of the themed collection: 2019 Chemical Science HOT Article Collection

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DOI: https://doi.org/10.1039/C9SC04073K
Article type: Edge Article
Submitted: 14 Aug 2019
Accepted: 01 Sep 2019
First published: 03 Sep 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry

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Chem. Sci., 2019,10, 10510-10515

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Design, synthesis and application of a new type of bifunctional Le-Phos in highly enantioselective γ-addition reactions of N-centered nucleophiles to allenoates

H. Qiu, X. Chen and J. Zhang, Chem. Sci., 2019, 10, 10510 DOI: 10.1039/C9SC04073K

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Chemical Science

Design, synthesis and application of a new type of bifunctional Le-Phos in highly enantioselective γ-addition reactions of N-centered nucleophiles to allenoates†

Abstract

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Design, synthesis and application of a new type of bifunctional Le-Phos in highly enantioselective γ-addition reactions of N-centered nucleophiles to allenoates

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