cis-Enals in N-heterocyclic carbene-catalyzed reactions : distinct stereoselectivity and reactivity

The first successful generation of cis-homoenolate equivalents from cis-enals under the catalysis of N-heterocyclic carbenes (NHCs) has been realized. The cis-homoenolate intermediates undergo effective reactions with α,β-unsaturated imines to afford chiral cyclic ketone products. Compared to the tr...

Full description

Bibliographic Details
Main Authors: Chen, Xingkuan, Fang, Xinqiang, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2013
Subjects:
Online Access:https://hdl.handle.net/10356/99694
http://hdl.handle.net/10220/17475
_version_ 1826130090804641792
author Chen, Xingkuan
Fang, Xinqiang
Chi, Robin Yonggui
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Chen, Xingkuan
Fang, Xinqiang
Chi, Robin Yonggui
author_sort Chen, Xingkuan
collection NTU
description The first successful generation of cis-homoenolate equivalents from cis-enals under the catalysis of N-heterocyclic carbenes (NHCs) has been realized. The cis-homoenolate intermediates undergo effective reactions with α,β-unsaturated imines to afford chiral cyclic ketone products. Compared to the trans-enals, cis-enals show different stereoselectivities and new reactivity patterns.
first_indexed 2024-10-01T07:50:51Z
format Journal Article
id ntu-10356/99694
institution Nanyang Technological University
language English
last_indexed 2024-10-01T07:50:51Z
publishDate 2013
record_format dspace
spelling ntu-10356/996942020-03-07T12:34:48Z cis-Enals in N-heterocyclic carbene-catalyzed reactions : distinct stereoselectivity and reactivity Chen, Xingkuan Fang, Xinqiang Chi, Robin Yonggui School of Physical and Mathematical Sciences Physical and Mathematical Sciences The first successful generation of cis-homoenolate equivalents from cis-enals under the catalysis of N-heterocyclic carbenes (NHCs) has been realized. The cis-homoenolate intermediates undergo effective reactions with α,β-unsaturated imines to afford chiral cyclic ketone products. Compared to the trans-enals, cis-enals show different stereoselectivities and new reactivity patterns. 2013-11-08T06:12:07Z 2019-12-06T20:10:26Z 2013-11-08T06:12:07Z 2019-12-06T20:10:26Z 2013 2013 Journal Article Chen, X., Fang, X., & Chi, Y. R. (2013). cis-Enals in N-heterocyclic carbene-catalyzed reactions: distinct stereoselectivity and reactivity. Chemical Science, 4(6), 2613-2618. https://hdl.handle.net/10356/99694 http://hdl.handle.net/10220/17475 10.1039/c3sc50666e 173631 en Chemical science
spellingShingle Physical and Mathematical Sciences
Chen, Xingkuan
Fang, Xinqiang
Chi, Robin Yonggui
cis-Enals in N-heterocyclic carbene-catalyzed reactions : distinct stereoselectivity and reactivity
title cis-Enals in N-heterocyclic carbene-catalyzed reactions : distinct stereoselectivity and reactivity
title_full cis-Enals in N-heterocyclic carbene-catalyzed reactions : distinct stereoselectivity and reactivity
title_fullStr cis-Enals in N-heterocyclic carbene-catalyzed reactions : distinct stereoselectivity and reactivity
title_full_unstemmed cis-Enals in N-heterocyclic carbene-catalyzed reactions : distinct stereoselectivity and reactivity
title_short cis-Enals in N-heterocyclic carbene-catalyzed reactions : distinct stereoselectivity and reactivity
title_sort cis enals in n heterocyclic carbene catalyzed reactions distinct stereoselectivity and reactivity
topic Physical and Mathematical Sciences
url https://hdl.handle.net/10356/99694
http://hdl.handle.net/10220/17475
work_keys_str_mv AT chenxingkuan cisenalsinnheterocycliccarbenecatalyzedreactionsdistinctstereoselectivityandreactivity
AT fangxinqiang cisenalsinnheterocycliccarbenecatalyzedreactionsdistinctstereoselectivityandreactivity
AT chirobinyonggui cisenalsinnheterocycliccarbenecatalyzedreactionsdistinctstereoselectivityandreactivity