Synthesis of Homoallyl Selenides and Sulfides by Allylation of alpha-Seleno- and alpha-Thioalkyllithiums in the Presence of Copper(I) Salts

Michel Clarembeau; J.-L. Bertrand; Alain Krief

doi:10.1002/ijch.198400022

Synthesis of Homoallyl Selenides and Sulfides by Allylation of alpha-Seleno- and alpha-Thioalkyllithiums in the Presence of Copper(I) Salts

Michel Clarembeau, J.-L. Bertrand, Alain Krief

Research output: Contribution to journal › Article

Abstract

New species, detected by 77Se NMR, are formed on mixing α-selenoalkyllithium compounds and CuI/SMe2. These species decompose at −40° to olefins 8 but can be allylated in high yield at −100°. Similar reactions are observed with thio-analogues.

Original language	English
Pages (from-to)	125-133
Number of pages	9
Journal	Israel journal of chemistry
Volume	24
Issue number	2
DOIs	https://doi.org/10.1002/ijch.198400022
Publication status	Published - 1984

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@article{b4e2c226c68a45ef8d3745a792569662,

title = "Synthesis of Homoallyl Selenides and Sulfides by Allylation of alpha-Seleno- and alpha-Thioalkyllithiums in the Presence of Copper(I) Salts",

abstract = "New species, detected by 77Se NMR, are formed on mixing α-selenoalkyllithium compounds and CuI/SMe2. These species decompose at −40° to olefins 8 but can be allylated in high yield at −100°. Similar reactions are observed with thio-analogues.",

author = "Michel Clarembeau and J.-L. Bertrand and Alain Krief",

year = "1984",

doi = "10.1002/ijch.198400022",

language = "English",

volume = "24",

pages = "125--133",

journal = "Israel journal of chemistry",

issn = "0021-2148",

publisher = "Wiley-VCH Verlag",

number = "2",

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TY - JOUR

T1 - Synthesis of Homoallyl Selenides and Sulfides by Allylation of alpha-Seleno- and alpha-Thioalkyllithiums in the Presence of Copper(I) Salts

AU - Clarembeau, Michel

AU - Bertrand, J.-L.

AU - Krief, Alain

PY - 1984

Y1 - 1984

N2 - New species, detected by 77Se NMR, are formed on mixing α-selenoalkyllithium compounds and CuI/SMe2. These species decompose at −40° to olefins 8 but can be allylated in high yield at −100°. Similar reactions are observed with thio-analogues.

AB - New species, detected by 77Se NMR, are formed on mixing α-selenoalkyllithium compounds and CuI/SMe2. These species decompose at −40° to olefins 8 but can be allylated in high yield at −100°. Similar reactions are observed with thio-analogues.

U2 - 10.1002/ijch.198400022

DO - 10.1002/ijch.198400022

M3 - Article

SN - 0021-2148

VL - 24

SP - 125

EP - 133

JO - Israel journal of chemistry

JF - Israel journal of chemistry

IS - 2

ER -

Synthesis of Homoallyl Selenides and Sulfides by Allylation of alpha-Seleno- and alpha-Thioalkyllithiums in the Presence of Copper(I) Salts

Abstract

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