N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles

N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles

A chiral N-heterocyclic carbene (NHC)-catalyzed Diels–Alder reaction of 2-oxoindolin-3-ylidenes and α-chloroaldehydes was developed for the synthesis of fused pyrano[2,3-b]indoles in good to excellent yields (up to 99%) with high cis-diastereoselectivities (>99:1 dr) and enantioselectivities (up...

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Main Authors: Yang, Limin, Wang, Fei, Chua, Pei Juan, Lv, Yunbo, Zhong, Liang-Jun, Zhong, Guofu
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/97434
http://hdl.handle.net/10220/10604
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-974342020-03-07T12:34:43Z N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles Yang, Limin Wang, Fei Chua, Pei Juan Lv, Yunbo Zhong, Liang-Jun Zhong, Guofu School of Physical and Mathematical Sciences A chiral N-heterocyclic carbene (NHC)-catalyzed Diels–Alder reaction of 2-oxoindolin-3-ylidenes and α-chloroaldehydes was developed for the synthesis of fused pyrano[2,3-b]indoles in good to excellent yields (up to 99%) with high cis-diastereoselectivities (>99:1 dr) and enantioselectivities (up to >99% ee). 2013-06-25T03:48:55Z 2019-12-06T19:42:45Z 2013-06-25T03:48:55Z 2019-12-06T19:42:45Z 2012 2012 Journal Article Yang, L., Wang, F., Chua, P. J., Lv, Y., Zhong, L.-J., & Zhong, G. (2012). N-Heterocyclic Carbene (NHC)-Catalyzed Highly Diastereo- and Enantioselective Oxo-Diels–Alder Reactions for Synthesis of Fused Pyrano[2,3-b]indoles. Organic Letters, 14(11), 2894-2897. 1523-7060 https://hdl.handle.net/10356/97434 http://hdl.handle.net/10220/10604 10.1021/ol301175z en Organic letters © 2012 American Chemical Society.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
description A chiral N-heterocyclic carbene (NHC)-catalyzed Diels–Alder reaction of 2-oxoindolin-3-ylidenes and α-chloroaldehydes was developed for the synthesis of fused pyrano[2,3-b]indoles in good to excellent yields (up to 99%) with high cis-diastereoselectivities (>99:1 dr) and enantioselectivities (up to >99% ee).
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Yang, Limin
Wang, Fei
Chua, Pei Juan
Lv, Yunbo
Zhong, Liang-Jun
Zhong, Guofu
format Article
author Yang, Limin
Wang, Fei
Chua, Pei Juan
Lv, Yunbo
Zhong, Liang-Jun
Zhong, Guofu
spellingShingle Yang, Limin
Wang, Fei
Chua, Pei Juan
Lv, Yunbo
Zhong, Liang-Jun
Zhong, Guofu
N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles
author_sort Yang, Limin
title N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles
title_short N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles
title_full N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles
title_fullStr N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles
title_full_unstemmed N-Heterocyclic Carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles
title_sort n-heterocyclic carbene (nhc)-catalyzed highly diastereo- and enantioselective oxo-diels–alder reactions for synthesis of fused pyrano[2,3-b]indoles
publishDate 2013
url https://hdl.handle.net/10356/97434
http://hdl.handle.net/10220/10604
_version_ 1681037744396042240

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