An efficient of Grignard-type procedure for the preparation of gem-diallylated compound

Kao Hsien Shen; Chun Wei Kuo; Ching Fa Yao

doi:10.1016/j.tetlet.2007.07.008

An efficient of Grignard-type procedure for the preparation of gem-diallylated compound

Kao Hsien Shen
, Chun Wei Kuo
, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

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

12 Citations (Scopus)

Abstract

An efficient and a new procedure for the conversion of various carboxylic acid derivatives into the corresponding gem-diallylated compound under mild reaction condition has been developed. The triallylaluminum mediated Grignard-type addition of carboxylic acid derivative was utilized as a key operation to affect the transformation. The procedure is operationally simple, giving good to excellent product yields for a broad range of substrates. The chemoselectivity and regioselectivity of triallylaluminum were also demonstrated.

Original language	English
Pages (from-to)	6348-6351
Number of pages	4
Journal	Tetrahedron Letters
Volume	48
Issue number	36
DOIs	https://doi.org/10.1016/j.tetlet.2007.07.008
Publication status	Published - 2007 Sept 3

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2007.07.008

Cite this

@article{c45fa40eac9448e4b2753a30b0aaa751,

title = "An efficient of Grignard-type procedure for the preparation of gem-diallylated compound",

abstract = "An efficient and a new procedure for the conversion of various carboxylic acid derivatives into the corresponding gem-diallylated compound under mild reaction condition has been developed. The triallylaluminum mediated Grignard-type addition of carboxylic acid derivative was utilized as a key operation to affect the transformation. The procedure is operationally simple, giving good to excellent product yields for a broad range of substrates. The chemoselectivity and regioselectivity of triallylaluminum were also demonstrated.",

author = "Shen, \{Kao Hsien\} and Kuo, \{Chun Wei\} and Yao, \{Ching Fa\}",

note = "Funding Information: Financial support provided by the National Science Council of the Republic of China and National Taiwan Normal University (96TOP001) is gratefully acknowledged. We also thank Professor Dr. Milton. S. Feather, for his helpful discussions during the preparation of this manuscript. ",

year = "2007",

month = sep,

day = "3",

doi = "10.1016/j.tetlet.2007.07.008",

language = "English",

volume = "48",

pages = "6348--6351",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "36",

}

TY - JOUR

T1 - An efficient of Grignard-type procedure for the preparation of gem-diallylated compound

AU - Shen, Kao Hsien

AU - Kuo, Chun Wei

AU - Yao, Ching Fa

N1 - Funding Information: Financial support provided by the National Science Council of the Republic of China and National Taiwan Normal University (96TOP001) is gratefully acknowledged. We also thank Professor Dr. Milton. S. Feather, for his helpful discussions during the preparation of this manuscript.

PY - 2007/9/3

Y1 - 2007/9/3

N2 - An efficient and a new procedure for the conversion of various carboxylic acid derivatives into the corresponding gem-diallylated compound under mild reaction condition has been developed. The triallylaluminum mediated Grignard-type addition of carboxylic acid derivative was utilized as a key operation to affect the transformation. The procedure is operationally simple, giving good to excellent product yields for a broad range of substrates. The chemoselectivity and regioselectivity of triallylaluminum were also demonstrated.

AB - An efficient and a new procedure for the conversion of various carboxylic acid derivatives into the corresponding gem-diallylated compound under mild reaction condition has been developed. The triallylaluminum mediated Grignard-type addition of carboxylic acid derivative was utilized as a key operation to affect the transformation. The procedure is operationally simple, giving good to excellent product yields for a broad range of substrates. The chemoselectivity and regioselectivity of triallylaluminum were also demonstrated.

UR - https://www.scopus.com/pages/publications/34547673297

UR - https://www.scopus.com/pages/publications/34547673297#tab=citedBy

U2 - 10.1016/j.tetlet.2007.07.008

DO - 10.1016/j.tetlet.2007.07.008

M3 - Article

AN - SCOPUS:34547673297

SN - 0040-4039

VL - 48

SP - 6348

EP - 6351

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 36

ER -

An efficient of Grignard-type procedure for the preparation of gem-diallylated compound

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this