Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines

Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines

The first chiral phosphine-catalyzed activation of acrylates for intramolecular formal [2 + 4] reactions with unsaturated imines is described. The catalytic reactions afford N-heterocycles with exceptionally high diastereo- and enantioselectivities. The [2 + 4] products are amenable for further tran...

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Main Authors: Jin, Zhichao, Yang, Ruojie, Du, Yu, Tiwari, Bhoopendra, Ganguly, Rakesh, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/97497
http://hdl.handle.net/10220/10601
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-974972020-03-07T12:34:44Z Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines Jin, Zhichao Yang, Ruojie Du, Yu Tiwari, Bhoopendra Ganguly, Rakesh Chi, Robin Yonggui School of Physical and Mathematical Sciences The first chiral phosphine-catalyzed activation of acrylates for intramolecular formal [2 + 4] reactions with unsaturated imines is described. The catalytic reactions afford N-heterocycles with exceptionally high diastereo- and enantioselectivities. The [2 + 4] products are amenable for further transformations to useful molecules such as chiral piperidines and multicyclic structures. 2013-06-25T03:40:43Z 2019-12-06T19:43:19Z 2013-06-25T03:40:43Z 2019-12-06T19:43:19Z 2012 2012 Journal Article Jin, Z., Yang, R., Du, Y., Tiwari, B., Ganguly, R., & Chi, Y. R. (2012). Enantioselective Intramolecular Formal [2 + 4] Annulation of Acrylates and α,β-Unsaturated Imines Catalyzed by Amino Acid Derived Phosphines. Organic Letters, 14(12), 3226-3229. 1523-7060 https://hdl.handle.net/10356/97497 http://hdl.handle.net/10220/10601 10.1021/ol3013588 173626 en Organic letters © 2012 American Chemical Society.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
description The first chiral phosphine-catalyzed activation of acrylates for intramolecular formal [2 + 4] reactions with unsaturated imines is described. The catalytic reactions afford N-heterocycles with exceptionally high diastereo- and enantioselectivities. The [2 + 4] products are amenable for further transformations to useful molecules such as chiral piperidines and multicyclic structures.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Jin, Zhichao
Yang, Ruojie
Du, Yu
Tiwari, Bhoopendra
Ganguly, Rakesh
Chi, Robin Yonggui
format Article
author Jin, Zhichao
Yang, Ruojie
Du, Yu
Tiwari, Bhoopendra
Ganguly, Rakesh
Chi, Robin Yonggui
spellingShingle Jin, Zhichao
Yang, Ruojie
Du, Yu
Tiwari, Bhoopendra
Ganguly, Rakesh
Chi, Robin Yonggui
Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines
author_sort Jin, Zhichao
title Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines
title_short Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines
title_full Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines
title_fullStr Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines
title_full_unstemmed Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines
title_sort enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines
publishDate 2013
url https://hdl.handle.net/10356/97497
http://hdl.handle.net/10220/10601
_version_ 1681035874229288960

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