Me2(CH2 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis

Wen Biao Wu; Bo Shuai Mu; Jin Sheng Yu; Jian Zhou

doi:10.1039/d2sc00147k

Me₂(CH₂ 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis

Wen Biao Wu
, Bo Shuai Mu
, Jin Sheng Yu^*
, Jian Zhou

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

A bifunctional silyl reagent Me₂(CH₂CH)SiCN has been developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enables the controllable synthesis of value-added cyclohexenyl ketones or 2-acyl cyclohexancarbonitrile derivatives through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/retro-cyanosilylation/isomerization sequence that involves a temporary silicon-tethered intramolecular DA reaction.

Original language	English
Pages (from-to)	3519-3525
Number of pages	7
Journal	Chemical Science
Volume	13
Issue number	12
DOIs	https://doi.org/10.1039/d2sc00147k
State	Published - 24 Feb 2022

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title = "Me2(CH2 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis",

abstract = "A bifunctional silyl reagent Me2(CH2CH)SiCN has been developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enables the controllable synthesis of value-added cyclohexenyl ketones or 2-acyl cyclohexancarbonitrile derivatives through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/retro-cyanosilylation/isomerization sequence that involves a temporary silicon-tethered intramolecular DA reaction.",

author = "Wu, \{Wen Biao\} and Mu, \{Bo Shuai\} and Yu, \{Jin Sheng\} and Jian Zhou",

note = "Publisher Copyright: {\textcopyright} 2022 The Royal Society of Chemistry",

year = "2022",

month = feb,

day = "24",

doi = "10.1039/d2sc00147k",

language = "英语",

volume = "13",

pages = "3519--3525",

journal = "Chemical Science",

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publisher = "Royal Society of Chemistry",

number = "12",

}

Me₂(CH₂ 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis. / Wu, Wen Biao; Mu, Bo Shuai; Yu, Jin Sheng et al.
In: Chemical Science, Vol. 13, No. 12, 24.02.2022, p. 3519-3525.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Me2(CH2 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 CH)SiCN

T2 - a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis

AU - Wu, Wen Biao

AU - Mu, Bo Shuai

AU - Yu, Jin Sheng

AU - Zhou, Jian

PY - 2022/2/24

Y1 - 2022/2/24

N2 - A bifunctional silyl reagent Me2(CH2CH)SiCN has been developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enables the controllable synthesis of value-added cyclohexenyl ketones or 2-acyl cyclohexancarbonitrile derivatives through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/retro-cyanosilylation/isomerization sequence that involves a temporary silicon-tethered intramolecular DA reaction.

AB - A bifunctional silyl reagent Me2(CH2CH)SiCN has been developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enables the controllable synthesis of value-added cyclohexenyl ketones or 2-acyl cyclohexancarbonitrile derivatives through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/retro-cyanosilylation/isomerization sequence that involves a temporary silicon-tethered intramolecular DA reaction.

UR - https://www.scopus.com/pages/publications/85127039787

U2 - 10.1039/d2sc00147k

DO - 10.1039/d2sc00147k

M3 - 文章

AN - SCOPUS:85127039787

SN - 2041-6520

VL - 13

SP - 3519

EP - 3525

JO - Chemical Science

JF - Chemical Science

IS - 12

ER -

Me₂(CH₂ 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis

Abstract

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