Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones

Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones

By utilising a chiral bicyclic guanidine as catalyst and triethylamine as additive, the first asymmetric Michael addition of α-fluoro-β-ketoesters to various cyclic enones has been successfully developed, affording a variety of Michael adducts with potential synthetic utilities with satisfactory ste...

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Main Authors: Jing, Zhenzhong, Liu, Jin, Chin, Kek Foo, Chen, Wenchao, Tan, Choon-Hong, Jiang, Zhiyong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
DRNTU::Science::Chemistry::Organic chemistry
Online Access:https://hdl.handle.net/10356/103798
http://hdl.handle.net/10220/24556
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1037982023-02-28T19:37:43Z Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones Jing, Zhenzhong Liu, Jin Chin, Kek Foo Chen, Wenchao Tan, Choon-Hong Jiang, Zhiyong School of Physical and Mathematical Sciences University of Ministry of Education DRNTU::Science::Chemistry::Organic chemistry By utilising a chiral bicyclic guanidine as catalyst and triethylamine as additive, the first asymmetric Michael addition of α-fluoro-β-ketoesters to various cyclic enones has been successfully developed, affording a variety of Michael adducts with potential synthetic utilities with satisfactory stereoselectivity (up to 94 % ee and 4.3 : 1 dr). Accepted version 2014-12-26T07:53:47Z 2019-12-06T21:20:30Z 2014-12-26T07:53:47Z 2019-12-06T21:20:30Z 2014 2014 Journal Article Jing, Z., Liu, J., Chin, K. F., Chen, W., Tan, C.-H., & Jiang, Z. (2014). Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones. Australian journal of chemistry, 67(7), 1119-1123. 0004-9425 https://hdl.handle.net/10356/103798 http://hdl.handle.net/10220/24556 10.1071/CH14187 en Australian journal of chemistry © 2014 CSIRO. This is the author created version of a work that has been peer reviewed and accepted for publication by Australian Journal of Chemistry, CSIRO. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1071/CH14187]. 11 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry
spellingShingle DRNTU::Science::Chemistry::Organic chemistry
Jing, Zhenzhong
Liu, Jin
Chin, Kek Foo
Chen, Wenchao
Tan, Choon-Hong
Jiang, Zhiyong
Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones
description By utilising a chiral bicyclic guanidine as catalyst and triethylamine as additive, the first asymmetric Michael addition of α-fluoro-β-ketoesters to various cyclic enones has been successfully developed, affording a variety of Michael adducts with potential synthetic utilities with satisfactory stereoselectivity (up to 94 % ee and 4.3 : 1 dr).
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Jing, Zhenzhong
Liu, Jin
Chin, Kek Foo
Chen, Wenchao
Tan, Choon-Hong
Jiang, Zhiyong
format Article
author Jing, Zhenzhong
Liu, Jin
Chin, Kek Foo
Chen, Wenchao
Tan, Choon-Hong
Jiang, Zhiyong
author_sort Jing, Zhenzhong
title Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones
title_short Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones
title_full Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones
title_fullStr Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones
title_full_unstemmed Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones
title_sort chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones
publishDate 2014
url https://hdl.handle.net/10356/103798
http://hdl.handle.net/10220/24556
_version_ 1759853429849587712

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