Enantioselective access to multi-cyclic α-amino phosphonates: Via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines

Jun Sun; Chengli Mou; Changyi Liu; Ruoyan Huang; Shupeng Zhang; Pengcheng Zheng; Yonggui Robin Chi

doi:10.1039/c8qo00877a

Enantioselective access to multi-cyclic α-amino phosphonates: Via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines

Jun Sun, Chengli Mou, Changyi Liu, Ruoyan Huang, Shupeng Zhang, Pengcheng Zheng^*, Yonggui Robin Chi

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

A carbene-catalyzed enantioselective cycloaddition reaction between enals and cyclic ketiminophosphonates is disclosed. α-Amino phosphonates bearing sophisticated fused heterocycles and quaternary carbons are afforded with excellent enantioselectivities. The α-amino phosphonate products from our approach exhibit encouraging anti-bacterial activities against X. oryzae pv. oryzae, the bacteria that cause serious diseases to rice and other plants.

Original language	English
Pages (from-to)	2992-2996
Number of pages	5
Journal	Organic Chemistry Frontiers
Volume	5
Issue number	20
DOIs	https://doi.org/10.1039/c8qo00877a
Publication status	Published - Oct 21 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© the Partner Organisations.

ASJC Scopus Subject Areas

Organic Chemistry

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title = "Enantioselective access to multi-cyclic α-amino phosphonates: Via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines",

abstract = "A carbene-catalyzed enantioselective cycloaddition reaction between enals and cyclic ketiminophosphonates is disclosed. α-Amino phosphonates bearing sophisticated fused heterocycles and quaternary carbons are afforded with excellent enantioselectivities. The α-amino phosphonate products from our approach exhibit encouraging anti-bacterial activities against X. oryzae pv. oryzae, the bacteria that cause serious diseases to rice and other plants.",

author = "Jun Sun and Chengli Mou and Changyi Liu and Ruoyan Huang and Shupeng Zhang and Pengcheng Zheng and Chi, {Yonggui Robin}",

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T2 - Via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines

AU - Sun, Jun

AU - Mou, Chengli

AU - Liu, Changyi

AU - Huang, Ruoyan

AU - Zhang, Shupeng

AU - Zheng, Pengcheng

AU - Chi, Yonggui Robin

PY - 2018/10/21

Y1 - 2018/10/21

N2 - A carbene-catalyzed enantioselective cycloaddition reaction between enals and cyclic ketiminophosphonates is disclosed. α-Amino phosphonates bearing sophisticated fused heterocycles and quaternary carbons are afforded with excellent enantioselectivities. The α-amino phosphonate products from our approach exhibit encouraging anti-bacterial activities against X. oryzae pv. oryzae, the bacteria that cause serious diseases to rice and other plants.

AB - A carbene-catalyzed enantioselective cycloaddition reaction between enals and cyclic ketiminophosphonates is disclosed. α-Amino phosphonates bearing sophisticated fused heterocycles and quaternary carbons are afforded with excellent enantioselectivities. The α-amino phosphonate products from our approach exhibit encouraging anti-bacterial activities against X. oryzae pv. oryzae, the bacteria that cause serious diseases to rice and other plants.

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EP - 2996

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 20

ER -

Enantioselective access to multi-cyclic α-amino phosphonates: Via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines

Abstract

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