The solvent promoted addition of tetraallyltin to aldehydes

A convenient and chemoselective allylation procedure

Teresa M. Cokley, Raymond L. Marshall, Adam McCluskey, David J. Young

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

Abstract

Aldehydes 2a-e react with tetraallyltin (1, 0.25 equiv.) in methanol or orther polar solvent at room temperature (ca 30°C, < 20 h) to provide the corresponding homoallyl alcohols 3a-e in 69-98% yield. No additional catalysis is required.

Original languageEnglish
Pages (from-to)1905-1908
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number11
DOIs
Publication statusPublished - 11 Mar 1996
Externally publishedYes

Fingerprint

Allylation
Catalysis
Aldehydes
Methanol
Alcohols
Temperature

Cite this

Cokley, Teresa M. ; Marshall, Raymond L. ; McCluskey, Adam ; Young, David J. / The solvent promoted addition of tetraallyltin to aldehydes : A convenient and chemoselective allylation procedure. In: Tetrahedron Letters. 1996 ; Vol. 37, No. 11. pp. 1905-1908.
@article{a5f2d22397374d908f2eab04121caf1b,
title = "The solvent promoted addition of tetraallyltin to aldehydes: A convenient and chemoselective allylation procedure",
abstract = "Aldehydes 2a-e react with tetraallyltin (1, 0.25 equiv.) in methanol or orther polar solvent at room temperature (ca 30°C, < 20 h) to provide the corresponding homoallyl alcohols 3a-e in 69-98{\%} yield. No additional catalysis is required.",
author = "Cokley, {Teresa M.} and Marshall, {Raymond L.} and Adam McCluskey and Young, {David J.}",
year = "1996",
month = "3",
day = "11",
doi = "10.1016/0040-4039(96)00149-9",
language = "English",
volume = "37",
pages = "1905--1908",
journal = "Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry",
issn = "0040-4039",
publisher = "Elsevier",
number = "11",

}

Cokley, TM, Marshall, RL, McCluskey, A & Young, DJ 1996, 'The solvent promoted addition of tetraallyltin to aldehydes: A convenient and chemoselective allylation procedure', Tetrahedron Letters, vol. 37, no. 11, pp. 1905-1908. https://doi.org/10.1016/0040-4039(96)00149-9

The solvent promoted addition of tetraallyltin to aldehydes : A convenient and chemoselective allylation procedure. / Cokley, Teresa M.; Marshall, Raymond L.; McCluskey, Adam; Young, David J.

In: Tetrahedron Letters, Vol. 37, No. 11, 11.03.1996, p. 1905-1908.

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

TY - JOUR

T1 - The solvent promoted addition of tetraallyltin to aldehydes

T2 - A convenient and chemoselective allylation procedure

AU - Cokley, Teresa M.

AU - Marshall, Raymond L.

AU - McCluskey, Adam

AU - Young, David J.

PY - 1996/3/11

Y1 - 1996/3/11

N2 - Aldehydes 2a-e react with tetraallyltin (1, 0.25 equiv.) in methanol or orther polar solvent at room temperature (ca 30°C, < 20 h) to provide the corresponding homoallyl alcohols 3a-e in 69-98% yield. No additional catalysis is required.

AB - Aldehydes 2a-e react with tetraallyltin (1, 0.25 equiv.) in methanol or orther polar solvent at room temperature (ca 30°C, < 20 h) to provide the corresponding homoallyl alcohols 3a-e in 69-98% yield. No additional catalysis is required.

UR - http://www.scopus.com/inward/record.url?scp=0029917807&partnerID=8YFLogxK

U2 - 10.1016/0040-4039(96)00149-9

DO - 10.1016/0040-4039(96)00149-9

M3 - Article

VL - 37

SP - 1905

EP - 1908

JO - Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry

JF - Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry

SN - 0040-4039

IS - 11

ER -

Cokley TM, Marshall RL, McCluskey A, Young DJ. The solvent promoted addition of tetraallyltin to aldehydes: A convenient and chemoselective allylation procedure. Tetrahedron Letters. 1996 Mar 11;37(11):1905-1908. https://doi.org/10.1016/0040-4039(96)00149-9

Access to Document