Stereoselective synthesis of trans-β-substituted γ-ferrocenyl- γ-butyrolactones via ammonium ylides

Ling Shi; Yao Han; Zhanjun Yang; Weimin Liu; Yongmin Liang

doi:10.1055/s-2005-872143

Stereoselective synthesis of trans-β-substituted γ-ferrocenyl- γ-butyrolactones via ammonium ylides

Ling Shi, Yao Han, Zhanjun Yang, Weimin Liu, Yongmin Liang

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

8 Scopus citations

Abstract

trans-β-substituted γ-ferrocenyl-γ-butyrolactones were prepared via the reaction of quaternary ammonium salts with electron-deficient trisubstituted alkene 1 under the optimum conditions. Moderate to good yields and excellent trans stereoselectivity were achieved for the new compounds 2-10. The X-ray crystal structure of 2a was determined and all the products were characterized by ¹H NMR, ¹³C NMR, FAB-MS, IR and HRMS spectra.

Original language	English
Article number	F05905SS
Pages (from-to)	2851-2856
Number of pages	6
Journal	Synthesis
Issue number	17
DOIs	https://doi.org/10.1055/s-2005-872143
State	Published - 3 Nov 2005
Externally published	Yes

Keywords

Ammonium ylides
Electron-deficient
Mechanism
Stereoselectivity
trans-β-substituted γ-ferrocenyl-γ-butyrolactones

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10.1055/s-2005-872143

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title = "Stereoselective synthesis of trans-β-substituted γ-ferrocenyl- γ-butyrolactones via ammonium ylides",

abstract = "trans-β-substituted γ-ferrocenyl-γ-butyrolactones were prepared via the reaction of quaternary ammonium salts with electron-deficient trisubstituted alkene 1 under the optimum conditions. Moderate to good yields and excellent trans stereoselectivity were achieved for the new compounds 2-10. The X-ray crystal structure of 2a was determined and all the products were characterized by 1H NMR, 13C NMR, FAB-MS, IR and HRMS spectra.",

keywords = "Ammonium ylides, Electron-deficient, Mechanism, Stereoselectivity, trans-β-substituted γ-ferrocenyl-γ-butyrolactones",

author = "Ling Shi and Yao Han and Zhanjun Yang and Weimin Liu and Yongmin Liang",

year = "2005",

month = nov,

day = "3",

doi = "10.1055/s-2005-872143",

language = "英语",

pages = "2851--2856",

journal = "Synthesis",

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T1 - Stereoselective synthesis of trans-β-substituted γ-ferrocenyl- γ-butyrolactones via ammonium ylides

AU - Shi, Ling

AU - Han, Yao

AU - Yang, Zhanjun

AU - Liu, Weimin

AU - Liang, Yongmin

PY - 2005/11/3

Y1 - 2005/11/3

N2 - trans-β-substituted γ-ferrocenyl-γ-butyrolactones were prepared via the reaction of quaternary ammonium salts with electron-deficient trisubstituted alkene 1 under the optimum conditions. Moderate to good yields and excellent trans stereoselectivity were achieved for the new compounds 2-10. The X-ray crystal structure of 2a was determined and all the products were characterized by 1H NMR, 13C NMR, FAB-MS, IR and HRMS spectra.

AB - trans-β-substituted γ-ferrocenyl-γ-butyrolactones were prepared via the reaction of quaternary ammonium salts with electron-deficient trisubstituted alkene 1 under the optimum conditions. Moderate to good yields and excellent trans stereoselectivity were achieved for the new compounds 2-10. The X-ray crystal structure of 2a was determined and all the products were characterized by 1H NMR, 13C NMR, FAB-MS, IR and HRMS spectra.

KW - Ammonium ylides

KW - Electron-deficient

KW - Mechanism

KW - Stereoselectivity

KW - trans-β-substituted γ-ferrocenyl-γ-butyrolactones

UR - http://www.scopus.com/inward/record.url?scp=28044468208&partnerID=8YFLogxK

U2 - 10.1055/s-2005-872143

DO - 10.1055/s-2005-872143

M3 - 文章

AN - SCOPUS:28044468208

SN - 0039-7881

SP - 2851

EP - 2856

JO - Synthesis

JF - Synthesis

IS - 17

M1 - F05905SS

ER -

Stereoselective synthesis of trans-β-substituted γ-ferrocenyl- γ-butyrolactones via ammonium ylides

Abstract

Keywords

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