Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A

Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A

Diene to meet: A palladium-catalyzed cross-coupling reaction between alkyl-substituted olefins and acrylates gives the corresponding butadienes in moderate yield and stereoselectivity. This atom-economical reaction, which forms Cmath image–Cmath image bonds, tolerates a wide range of allylic and hom...

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Main Authors: Wen, Zhen-Kang, Xu, Yun-He, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/99508
http://hdl.handle.net/10220/12903
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-995082020-03-07T12:34:46Z Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A Wen, Zhen-Kang Xu, Yun-He Loh, Teck-Peng School of Physical and Mathematical Sciences Diene to meet: A palladium-catalyzed cross-coupling reaction between alkyl-substituted olefins and acrylates gives the corresponding butadienes in moderate yield and stereoselectivity. This atom-economical reaction, which forms Cmath image–Cmath image bonds, tolerates a wide range of allylic and homoallylic alcohols, and acrylates (see scheme; TIPS =triisopropylsilyl). The methodology was applied to the synthesis of the C13–C21 fragment of palmerolide A. 2013-08-02T06:07:39Z 2019-12-06T20:08:12Z 2013-08-02T06:07:39Z 2019-12-06T20:08:12Z 2012 2012 Journal Article Wen, Z. K., Xu, Y. H.,& Loh, T. P. (2012). Palladium-Catalyzed Cross-Coupling of Unactivated Alkenes with Acrylates: Application to the Synthesis of the C13-C21 Fragment of Palmerolide A. Chemistry - A European Journal, 18(42), 13284-13287. 0947-6539 https://hdl.handle.net/10356/99508 http://hdl.handle.net/10220/12903 10.1002/chem.201201806 en Chemistry - a European journal
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
description Diene to meet: A palladium-catalyzed cross-coupling reaction between alkyl-substituted olefins and acrylates gives the corresponding butadienes in moderate yield and stereoselectivity. This atom-economical reaction, which forms Cmath image–Cmath image bonds, tolerates a wide range of allylic and homoallylic alcohols, and acrylates (see scheme; TIPS =triisopropylsilyl). The methodology was applied to the synthesis of the C13–C21 fragment of palmerolide A.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wen, Zhen-Kang
Xu, Yun-He
Loh, Teck-Peng
format Article
author Wen, Zhen-Kang
Xu, Yun-He
Loh, Teck-Peng
spellingShingle Wen, Zhen-Kang
Xu, Yun-He
Loh, Teck-Peng
Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A
author_sort Wen, Zhen-Kang
title Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A
title_short Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A
title_full Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A
title_fullStr Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A
title_full_unstemmed Palladium-catalyzed cross-coupling of unactivated alkenes with Acrylates: application to the synthesis of the C13-C21 fragment of Palmerolide A
title_sort palladium-catalyzed cross-coupling of unactivated alkenes with acrylates: application to the synthesis of the c13-c21 fragment of palmerolide a
publishDate 2013
url https://hdl.handle.net/10356/99508
http://hdl.handle.net/10220/12903
_version_ 1681037838925168640

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