Metal-catalyzed transformations of cyclopropanols via homoenolates

Metal homoenolates represent uniquely useful organometallic intermediates in synthetic chemistry, allowing umpolung synthesis of β-functionalized carbonyl compounds. While siloxycyclopropanes had been established as reliable precursors to homoenolates, often stoichiometric, for diverse carboncarbon...

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Main Authors: Sekiguchi, Yoshiya, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/161230
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1612302022-08-22T02:39:25Z Metal-catalyzed transformations of cyclopropanols via homoenolates Sekiguchi, Yoshiya Yoshikai, Naohiko School of Physical and Mathematical Sciences Science::Chemistry Cyclopropanols Transition Metal Catalysis Metal homoenolates represent uniquely useful organometallic intermediates in synthetic chemistry, allowing umpolung synthesis of β-functionalized carbonyl compounds. While siloxycyclopropanes had been established as reliable precursors to homoenolates, often stoichiometric, for diverse carboncarbon bond forming reactions, unprotected cyclopropanols have emerged as alternative and attractive precursors to homoenolates, often catalytically generated, in carboncarbon and carbonheteroatom bond-forming reactions. This review article provides an overview of the development of such homoenolate transformations, as classified with respect to the metals involved in the cyclopropane ring opening. Ministry of Education (MOE) This work was supported by the Singapore Ministry of Education (MOE2016-T2-2-043 and RG101/19). 2022-08-22T02:39:24Z 2022-08-22T02:39:24Z 2021 Journal Article Sekiguchi, Y. & Yoshikai, N. (2021). Metal-catalyzed transformations of cyclopropanols via homoenolates. Bulletin of the Chemical Society of Japan, 94(1), 265-280. https://dx.doi.org/10.1246/BCSJ.20200270 0009-2673 https://hdl.handle.net/10356/161230 10.1246/BCSJ.20200270 2-s2.0-85100481379 1 94 265 280 en MOE2016-T2-2-043 RG101/19 Bulletin of the Chemical Society of Japan © 2021 The Chemical Society of Japan. All rights reserved.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Cyclopropanols
Transition Metal Catalysis
spellingShingle Science::Chemistry
Cyclopropanols
Transition Metal Catalysis
Sekiguchi, Yoshiya
Yoshikai, Naohiko
Metal-catalyzed transformations of cyclopropanols via homoenolates
description Metal homoenolates represent uniquely useful organometallic intermediates in synthetic chemistry, allowing umpolung synthesis of β-functionalized carbonyl compounds. While siloxycyclopropanes had been established as reliable precursors to homoenolates, often stoichiometric, for diverse carboncarbon bond forming reactions, unprotected cyclopropanols have emerged as alternative and attractive precursors to homoenolates, often catalytically generated, in carboncarbon and carbonheteroatom bond-forming reactions. This review article provides an overview of the development of such homoenolate transformations, as classified with respect to the metals involved in the cyclopropane ring opening.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Sekiguchi, Yoshiya
Yoshikai, Naohiko
format Article
author Sekiguchi, Yoshiya
Yoshikai, Naohiko
author_sort Sekiguchi, Yoshiya
title Metal-catalyzed transformations of cyclopropanols via homoenolates
title_short Metal-catalyzed transformations of cyclopropanols via homoenolates
title_full Metal-catalyzed transformations of cyclopropanols via homoenolates
title_fullStr Metal-catalyzed transformations of cyclopropanols via homoenolates
title_full_unstemmed Metal-catalyzed transformations of cyclopropanols via homoenolates
title_sort metal-catalyzed transformations of cyclopropanols via homoenolates
publishDate 2022
url https://hdl.handle.net/10356/161230
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