Chiral sodium phosphate catalyzed enantioselective 1,4-addition of TMSCN to aromatic enones

Jingya Yang; Shaoxiang Wu; Fu Xue Chen

doi:10.1055/s-0030-1258817

Chiral sodium phosphate catalyzed enantioselective 1,4-addition of TMSCN to aromatic enones

Jingya Yang
, Shaoxiang Wu
, Fu Xue Chen^*

^*此作品的通讯作者

Beijing Institute of Technology
Northwest Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

40 引用（Scopus）

摘要

A facile enantioselective 1,4-addition of TMSCN to aromatic enones has been developed using chiral sodium phosphate. Thus, in the presence of 20 mol% of sodium salt generated in situ from (R)-3,3′-di(1-adamantyl)-1,1′- binaphthyl-2,2′-diylphosphoric acid and NaOH, β-cyano ketones were obtained in high yield (86-96%) and up to 72% ee within three hours at 80 °C in toluene.

源语言	英语
页（从-至）	2725-2728
页数	4
期刊	Synlett
期	18
DOI	https://doi.org/10.1055/s-0030-1258817
出版状态	已出版 - 2010
已对外发布	是

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title = "Chiral sodium phosphate catalyzed enantioselective 1,4-addition of TMSCN to aromatic enones",

abstract = "A facile enantioselective 1,4-addition of TMSCN to aromatic enones has been developed using chiral sodium phosphate. Thus, in the presence of 20 mol\% of sodium salt generated in situ from (R)-3,3′-di(1-adamantyl)-1,1′- binaphthyl-2,2′-diylphosphoric acid and NaOH, β-cyano ketones were obtained in high yield (86-96\%) and up to 72\% ee within three hours at 80 °C in toluene.",

keywords = "1,4-addition, asymmetric catalysis, enones, nitriles, phosphates",

author = "Jingya Yang and Shaoxiang Wu and Chen, \{Fu Xue\}",

year = "2010",

doi = "10.1055/s-0030-1258817",

language = "English",

pages = "2725--2728",

journal = "Synlett",

issn = "0936-5214",

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T1 - Chiral sodium phosphate catalyzed enantioselective 1,4-addition of TMSCN to aromatic enones

AU - Yang, Jingya

AU - Wu, Shaoxiang

AU - Chen, Fu Xue

PY - 2010

Y1 - 2010

N2 - A facile enantioselective 1,4-addition of TMSCN to aromatic enones has been developed using chiral sodium phosphate. Thus, in the presence of 20 mol% of sodium salt generated in situ from (R)-3,3′-di(1-adamantyl)-1,1′- binaphthyl-2,2′-diylphosphoric acid and NaOH, β-cyano ketones were obtained in high yield (86-96%) and up to 72% ee within three hours at 80 °C in toluene.

AB - A facile enantioselective 1,4-addition of TMSCN to aromatic enones has been developed using chiral sodium phosphate. Thus, in the presence of 20 mol% of sodium salt generated in situ from (R)-3,3′-di(1-adamantyl)-1,1′- binaphthyl-2,2′-diylphosphoric acid and NaOH, β-cyano ketones were obtained in high yield (86-96%) and up to 72% ee within three hours at 80 °C in toluene.

KW - 1,4-addition

KW - asymmetric catalysis

KW - enones

KW - nitriles

KW - phosphates

UR - https://www.scopus.com/pages/publications/78149283092

U2 - 10.1055/s-0030-1258817

DO - 10.1055/s-0030-1258817

M3 - Article

AN - SCOPUS:78149283092

SN - 0936-5214

SP - 2725

EP - 2728

JO - Synlett

JF - Synlett

IS - 18

ER -

Chiral sodium phosphate catalyzed enantioselective 1,4-addition of TMSCN to aromatic enones

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