Radioiodination via vinylstannylated alkylating agents

John L. Musachio, John R. Lever

Research output: Contribution to journalArticle

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 languageEnglish (US)
Pages (from-to)3613-3616
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number28
DOIs
StatePublished - 1989

Fingerprint

Spiperone
Nucleophiles
Dopamine D2 Receptors
Alkylating Agents
Esters
Substrates
allyl alcohol
4-toluenesulfonic acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Radioiodination via vinylstannylated alkylating agents. / Musachio, John L.; Lever, John R.

In: Tetrahedron Letters, Vol. 30, No. 28, 1989, p. 3613-3616.

Research output: Contribution to journalArticle

Musachio, John L. ; Lever, John R. / Radioiodination via vinylstannylated alkylating agents. In: Tetrahedron Letters. 1989 ; Vol. 30, No. 28. pp. 3613-3616.
@article{e1b020d546ce409ca1f805669192543a,
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.}",
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",

}

TY - JOUR

T1 - Radioiodination via vinylstannylated alkylating agents

AU - Musachio, John L.

AU - Lever, John R.

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.

UR - http://www.scopus.com/inward/record.url?scp=9344254689&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=9344254689&partnerID=8YFLogxK

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

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

M3 - Article

AN - SCOPUS:9344254689

VL - 30

SP - 3613

EP - 3616

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 28

ER -