One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols

One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols

A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bi...

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Main Authors: Gao, Wenxiu, Zhang, Dong, Zhang, Xiaoyu, Cai, Xinying, Xie, Peizhong, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2023
Subjects:
Science::Chemistry
Alcohols
Catalysts
Online Access:https://hdl.handle.net/10356/168950
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1689502023-06-23T06:08:50Z One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols Gao, Wenxiu Zhang, Dong Zhang, Xiaoyu Cai, Xinying Xie, Peizhong Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Alcohols Catalysts A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bis-allylation with high chemoselectivity. A wide range of conjugated dienes and allylic alcohols were tolerated well in this transformation, and diverse 1,6-dienes were obtained with high efficiency. We gratefully acknowledge financial support from the National Natural Science Foundation of China (21702108); the Natural Science Foundation of Jiangsu Province, China (BK20211257 and BK20160977); and the Six Talent Peaks Project in Jiangsu Province (YY-033). 2023-06-23T06:08:49Z 2023-06-23T06:08:49Z 2022 Journal Article Gao, W., Zhang, D., Zhang, X., Cai, X., Xie, P. & Loh, T. (2022). One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols. Organic Letters, 24(51), 9355-9360. https://dx.doi.org/10.1021/acs.orglett.2c03405 1523-7060 https://hdl.handle.net/10356/168950 10.1021/acs.orglett.2c03405 36519800 2-s2.0-85144249464 51 24 9355 9360 en Organic Letters © 2022 American Chemical Society. 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
Alcohols
Catalysts
spellingShingle Science::Chemistry
Alcohols
Catalysts
Gao, Wenxiu
Zhang, Dong
Zhang, Xiaoyu
Cai, Xinying
Xie, Peizhong
Loh, Teck-Peng
One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols
description A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bis-allylation with high chemoselectivity. A wide range of conjugated dienes and allylic alcohols were tolerated well in this transformation, and diverse 1,6-dienes were obtained with high efficiency.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Gao, Wenxiu
Zhang, Dong
Zhang, Xiaoyu
Cai, Xinying
Xie, Peizhong
Loh, Teck-Peng
format Article
author Gao, Wenxiu
Zhang, Dong
Zhang, Xiaoyu
Cai, Xinying
Xie, Peizhong
Loh, Teck-Peng
author_sort Gao, Wenxiu
title One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols
title_short One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols
title_full One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols
title_fullStr One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols
title_full_unstemmed One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols
title_sort one-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols
publishDate 2023
url https://hdl.handle.net/10356/168950
_version_ 1772828353434222592

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