A simple and practical method for the stereoselective synthesis of (Z)-1-iodo-1-alkenes from 1,1-diiodo-1-alkenes

Isao Kadota; Hirokazu Ueno; Akio Ohno; Yoshinori Yamamoto

doi:10.1016/j.tetlet.2003.09.166

A simple and practical method for the stereoselective synthesis of (Z)-1-iodo-1-alkenes from 1,1-diiodo-1-alkenes

Isao Kadota, Hirokazu Ueno, Akio Ohno, Yoshinori Yamamoto

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

15 Citations (Scopus)

Abstract

Treatment of the 1,1-diiodo-1-alkenes 8, prepared from the corresponding aldehydes with CI₄/PPh₃, with Zn-Cu/AcOH in THF-MeOH gave the (Z)-1-iodo-1-alkenes 9, selectively, in good yields.

Original language	English
Pages (from-to)	8645-8647
Number of pages	3
Journal	Tetrahedron Letters
Volume	44
Issue number	48
DOIs	https://doi.org/10.1016/j.tetlet.2003.09.166
Publication status	Published - Nov 24 2003
Externally published	Yes

Keywords

Diiodoalkenes
Iodoalkenes
Stereoselective reduction
Zinc

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2003.09.166

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title = "A simple and practical method for the stereoselective synthesis of (Z)-1-iodo-1-alkenes from 1,1-diiodo-1-alkenes",

abstract = "Treatment of the 1,1-diiodo-1-alkenes 8, prepared from the corresponding aldehydes with CI4/PPh3, with Zn-Cu/AcOH in THF-MeOH gave the (Z)-1-iodo-1-alkenes 9, selectively, in good yields.",

keywords = "Diiodoalkenes, Iodoalkenes, Stereoselective reduction, Zinc",

author = "Isao Kadota and Hirokazu Ueno and Akio Ohno and Yoshinori Yamamoto",

note = "Funding Information: This work was financially supported by the Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan. ",

year = "2003",

month = nov,

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doi = "10.1016/j.tetlet.2003.09.166",

language = "English",

volume = "44",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - A simple and practical method for the stereoselective synthesis of (Z)-1-iodo-1-alkenes from 1,1-diiodo-1-alkenes

AU - Kadota, Isao

AU - Ueno, Hirokazu

AU - Ohno, Akio

AU - Yamamoto, Yoshinori

N1 - Funding Information: This work was financially supported by the Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan.

PY - 2003/11/24

Y1 - 2003/11/24

N2 - Treatment of the 1,1-diiodo-1-alkenes 8, prepared from the corresponding aldehydes with CI4/PPh3, with Zn-Cu/AcOH in THF-MeOH gave the (Z)-1-iodo-1-alkenes 9, selectively, in good yields.

AB - Treatment of the 1,1-diiodo-1-alkenes 8, prepared from the corresponding aldehydes with CI4/PPh3, with Zn-Cu/AcOH in THF-MeOH gave the (Z)-1-iodo-1-alkenes 9, selectively, in good yields.

KW - Diiodoalkenes

KW - Iodoalkenes

KW - Stereoselective reduction

KW - Zinc

UR - http://www.scopus.com/inward/record.url?scp=0142216183&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0142216183&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2003.09.166

DO - 10.1016/j.tetlet.2003.09.166

M3 - Article

AN - SCOPUS:0142216183

VL - 44

SP - 8645

EP - 8647

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 48

ER -

A simple and practical method for the stereoselective synthesis of (Z)-1-iodo-1-alkenes from 1,1-diiodo-1-alkenes

Abstract

Keywords

ASJC Scopus subject areas

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