Stereospecific α-alkoxystannane couplings with acyl chlorides: Total synthesis of (+)-goniofufurone

Jianhua Ye; Rama K. Bhatt; J. R. Falck

doi:10.1016/S0040-4039(00)61436-3

Stereospecific α-alkoxystannane couplings with acyl chlorides: Total synthesis of (+)-goniofufurone

Jianhua Ye, Rama K. Bhatt, J. R. Falck

Biochemistry

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

68 Scopus citations

Abstract

Stereospecific C-glycoside formation via Pd/Cu mediated coupling of PhCOCl with cyclic α-alkoxystannane 6, derived from D-glucurono-6,3-lactone, was the key transformation in a concise total synthesis of the anticancer agent (+)-goniofufurone.

Original language	English (US)
Pages (from-to)	8007-8010
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(00)61436-3
State	Published - Dec 10 1993

Keywords

C-glycoside
Stille coupling
anticancer
palladium
tin.

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)61436-3

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title = "Stereospecific α-alkoxystannane couplings with acyl chlorides: Total synthesis of (+)-goniofufurone",

abstract = "Stereospecific C-glycoside formation via Pd/Cu mediated coupling of PhCOCl with cyclic α-alkoxystannane 6, derived from D-glucurono-6,3-lactone, was the key transformation in a concise total synthesis of the anticancer agent (+)-goniofufurone.",

keywords = "C-glycoside, Stille coupling, anticancer, palladium, tin.",

author = "Jianhua Ye and Bhatt, {Rama K.} and Falck, {J. R.}",

year = "1993",

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doi = "10.1016/S0040-4039(00)61436-3",

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T1 - Stereospecific α-alkoxystannane couplings with acyl chlorides

T2 - Total synthesis of (+)-goniofufurone

AU - Ye, Jianhua

AU - Bhatt, Rama K.

AU - Falck, J. R.

PY - 1993/12/10

Y1 - 1993/12/10

N2 - Stereospecific C-glycoside formation via Pd/Cu mediated coupling of PhCOCl with cyclic α-alkoxystannane 6, derived from D-glucurono-6,3-lactone, was the key transformation in a concise total synthesis of the anticancer agent (+)-goniofufurone.

AB - Stereospecific C-glycoside formation via Pd/Cu mediated coupling of PhCOCl with cyclic α-alkoxystannane 6, derived from D-glucurono-6,3-lactone, was the key transformation in a concise total synthesis of the anticancer agent (+)-goniofufurone.

KW - C-glycoside

KW - Stille coupling

KW - anticancer

KW - palladium

KW - tin.

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U2 - 10.1016/S0040-4039(00)61436-3

DO - 10.1016/S0040-4039(00)61436-3

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Stereospecific α-alkoxystannane couplings with acyl chlorides: Total synthesis of (+)-goniofufurone

Abstract

Keywords

ASJC Scopus subject areas

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