Radioiodination via vinylstannylated alkylating agents

John L. Musachio; John R. Lever

doi:10.1016/S0040-4039(01)80462-7

Radioiodination via vinylstannylated alkylating agents

John L. Musachio, John R. Lever

School of Medicine

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

14 Scopus citations

Abstract

p-Toluenesulfonate esters of (E)- and (Z)-3-(tri-n-butylstannyl)-2-propen-1-ol readily react with nucleophiles to give vinylstannanes which are substrates for rapid, efficient and stereospecific radioiododestannylation at the no-carrier-added level. This general approach is illustrated by syntheses of iodinated spiperone analogs for studies of dopamine D₂ receptors.

Original language	English (US)
Pages (from-to)	3613-3616
Number of pages	4
Journal	Tetrahedron Letters
Volume	30
Issue number	28
DOIs	https://doi.org/10.1016/S0040-4039(01)80462-7
State	Published - 1989

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)80462-7

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title = "Radioiodination via vinylstannylated alkylating agents",

abstract = "p-Toluenesulfonate esters of (E)- and (Z)-3-(tri-n-butylstannyl)-2-propen-1-ol readily react with nucleophiles to give vinylstannanes which are substrates for rapid, efficient and stereospecific radioiododestannylation at the no-carrier-added level. This general approach is illustrated by syntheses of iodinated spiperone analogs for studies of dopamine D2 receptors.",

author = "Musachio, {John L.} and Lever, {John R.}",

note = "Funding Information: Acknowledgments: This researchw as supportedi n part by USPHS grant CA32845 as well as by pre-doctoral fellowships to John L. Musachio from USPHS grant CA09199 and from the Educationa nd ResearchF oundationo f the Society of Nuclear Medicine.",

year = "1989",

doi = "10.1016/S0040-4039(01)80462-7",

language = "English (US)",

volume = "30",

pages = "3613--3616",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "28",

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TY - JOUR

T1 - Radioiodination via vinylstannylated alkylating agents

AU - Musachio, John L.

AU - Lever, John R.

N1 - Funding Information: Acknowledgments: This researchw as supportedi n part by USPHS grant CA32845 as well as by pre-doctoral fellowships to John L. Musachio from USPHS grant CA09199 and from the Educationa nd ResearchF oundationo f the Society of Nuclear Medicine.

PY - 1989

Y1 - 1989

N2 - p-Toluenesulfonate esters of (E)- and (Z)-3-(tri-n-butylstannyl)-2-propen-1-ol readily react with nucleophiles to give vinylstannanes which are substrates for rapid, efficient and stereospecific radioiododestannylation at the no-carrier-added level. This general approach is illustrated by syntheses of iodinated spiperone analogs for studies of dopamine D2 receptors.

AB - p-Toluenesulfonate esters of (E)- and (Z)-3-(tri-n-butylstannyl)-2-propen-1-ol readily react with nucleophiles to give vinylstannanes which are substrates for rapid, efficient and stereospecific radioiododestannylation at the no-carrier-added level. This general approach is illustrated by syntheses of iodinated spiperone analogs for studies of dopamine D2 receptors.

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U2 - 10.1016/S0040-4039(01)80462-7

DO - 10.1016/S0040-4039(01)80462-7

M3 - Article

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SP - 3613

EP - 3616

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 28

ER -

Radioiodination via vinylstannylated alkylating agents

Abstract

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