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

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

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 app...

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Main Authors: Sun, Jun, Mou, Chengli, Liu, Changyi, Huang, Ruoyan, Zhang, Shupeng, Zheng, Pengcheng, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
Subjects:
Science::Chemistry::Organic chemistry
Amino Phosphonate
Ketiminophosphonates
Online Access:https://hdl.handle.net/10356/138239
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1382392023-02-28T19:21:28Z Enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines Sun, Jun Mou, Chengli Liu, Changyi Huang, Ruoyan Zhang, Shupeng Zheng, Pengcheng Chi, Robin Yonggui School of Physical and Mathematical Sciences Science::Chemistry::Organic chemistry Amino Phosphonate Ketiminophosphonates 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. NRF (Natl Research Foundation, S’pore) ASTAR (Agency for Sci., Tech. and Research, S’pore) MOE (Min. of Education, S’pore) Accepted version 2020-04-29T07:44:19Z 2020-04-29T07:44:19Z 2018 Journal Article Sun, J., Mou, C., Liu, C., Huang, R., Zhang, S., Zheng, P., & Chi, R. Y. (2018). Enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines. Organic Chemistry Frontiers, 5(20), 2992-2996. doi:10.1039/C8QO00877A 2052-4110 https://hdl.handle.net/10356/138239 10.1039/C8QO00877A 20 5 2992 2996 en Organic Chemistry Frontiers © 2018 Partner Organisations. All rights reserved. This paper was published in Organic Chemistry Frontiers and is made available with permission of Partner Organisations. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry::Organic chemistry
Amino Phosphonate
Ketiminophosphonates
spellingShingle Science::Chemistry::Organic chemistry
Amino Phosphonate
Ketiminophosphonates
Sun, Jun
Mou, Chengli
Liu, Changyi
Huang, Ruoyan
Zhang, Shupeng
Zheng, Pengcheng
Chi, Robin Yonggui
Enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines
description 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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Sun, Jun
Mou, Chengli
Liu, Changyi
Huang, Ruoyan
Zhang, Shupeng
Zheng, Pengcheng
Chi, Robin Yonggui
format Article
author Sun, Jun
Mou, Chengli
Liu, Changyi
Huang, Ruoyan
Zhang, Shupeng
Zheng, Pengcheng
Chi, Robin Yonggui
author_sort Sun, Jun
title Enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines
title_short Enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines
title_full Enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines
title_fullStr Enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines
title_full_unstemmed Enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines
title_sort enantioselective access to multi-cyclic α-amino phosphonates via carbene-catalyzed cycloaddition reactions between enals and six-membered cyclic imines
publishDate 2020
url https://hdl.handle.net/10356/138239
_version_ 1759854650974011392

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