Highly stereoselective synthesis of cyclopropanes based on the ferrocenoyl nitrogen ylide

Ling Shi; Peng Wang; Xueyuan Liu; Weimin Liu; Yongmin Liang

doi:10.1055/s-2004-831176

Highly stereoselective synthesis of cyclopropanes based on the ferrocenoyl nitrogen ylide

Ling Shi, Peng Wang, Xueyuan Liu, Weimin Liu, Yongmin Liang

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

7 Scopus citations

Abstract

Ferrocenoyl cyclopropane derivatives were prepared via the reaction of an electron-deficient olefin and a first prepared ferrocenoyl nitrogen ylide. The new compounds 2a-11a have been given in good yields and high stereoselectivity (the ratios of trans to cis diastereoisomers were above 99:1) under the optimum condition and characterized by ¹H NMR, ¹³C NMR, FAB-MS and 1R. The X-ray crystal structure of 8a has also been determined.

Original language	English
Pages (from-to)	2342-2346
Number of pages	5
Journal	Synthesis
Issue number	14
DOIs	https://doi.org/10.1055/s-2004-831176
State	Published - 1 Oct 2004
Externally published	Yes

Keywords

Cyclopropanation
Electron-deficient
Ferrocenoyl nitrogen ylide
Stereo-selective synthesis
Structure

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10.1055/s-2004-831176

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title = "Highly stereoselective synthesis of cyclopropanes based on the ferrocenoyl nitrogen ylide",

abstract = "Ferrocenoyl cyclopropane derivatives were prepared via the reaction of an electron-deficient olefin and a first prepared ferrocenoyl nitrogen ylide. The new compounds 2a-11a have been given in good yields and high stereoselectivity (the ratios of trans to cis diastereoisomers were above 99:1) under the optimum condition and characterized by 1H NMR, 13C NMR, FAB-MS and 1R. The X-ray crystal structure of 8a has also been determined.",

keywords = "Cyclopropanation, Electron-deficient, Ferrocenoyl nitrogen ylide, Stereo-selective synthesis, Structure",

author = "Ling Shi and Peng Wang and Xueyuan Liu and Weimin Liu and Yongmin Liang",

year = "2004",

month = oct,

day = "1",

doi = "10.1055/s-2004-831176",

language = "English",

pages = "2342--2346",

journal = "Synthesis",

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T1 - Highly stereoselective synthesis of cyclopropanes based on the ferrocenoyl nitrogen ylide

AU - Shi, Ling

AU - Wang, Peng

AU - Liu, Xueyuan

AU - Liu, Weimin

AU - Liang, Yongmin

PY - 2004/10/1

Y1 - 2004/10/1

N2 - Ferrocenoyl cyclopropane derivatives were prepared via the reaction of an electron-deficient olefin and a first prepared ferrocenoyl nitrogen ylide. The new compounds 2a-11a have been given in good yields and high stereoselectivity (the ratios of trans to cis diastereoisomers were above 99:1) under the optimum condition and characterized by 1H NMR, 13C NMR, FAB-MS and 1R. The X-ray crystal structure of 8a has also been determined.

AB - Ferrocenoyl cyclopropane derivatives were prepared via the reaction of an electron-deficient olefin and a first prepared ferrocenoyl nitrogen ylide. The new compounds 2a-11a have been given in good yields and high stereoselectivity (the ratios of trans to cis diastereoisomers were above 99:1) under the optimum condition and characterized by 1H NMR, 13C NMR, FAB-MS and 1R. The X-ray crystal structure of 8a has also been determined.

KW - Cyclopropanation

KW - Electron-deficient

KW - Ferrocenoyl nitrogen ylide

KW - Stereo-selective synthesis

KW - Structure

UR - http://www.scopus.com/inward/record.url?scp=5744229809&partnerID=8YFLogxK

U2 - 10.1055/s-2004-831176

DO - 10.1055/s-2004-831176

M3 - Article

AN - SCOPUS:5744229809

SN - 0039-7881

SP - 2342

EP - 2346

JO - Synthesis

JF - Synthesis

IS - 14

ER -

Highly stereoselective synthesis of cyclopropanes based on the ferrocenoyl nitrogen ylide

Abstract

Keywords

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