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

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

Fingerprint

Keywords

Diiodoalkenes
Iodoalkenes
Stereoselective reduction
Zinc

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Cite this

Kadota, I., Ueno, H., Ohno, A., & Yamamoto, Y. (2003). A simple and practical method for the stereoselective synthesis of (Z)-1-iodo-1-alkenes from 1,1-diiodo-1-alkenes. Tetrahedron Letters, 44(48), 8645-8647. https://doi.org/10.1016/j.tetlet.2003.09.166

@article{805f2dd143aa48289d16b63b9db8f0e9,

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",

year = "2003",

month = nov

day = "24",

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

language = "English",

volume = "44",

pages = "8645--8647",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "48",

}

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

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 -

Access to Document

10.1016/j.tetlet.2003.09.166