Addition of Grignard and Organolithium Reagents to N-Sulfonyl Aldimines Generated in Situ from Aldehydes and N-Sulfinyl Sulfonamides

Joseph Sisko; Steven M. Weinreb

doi:10.1021/jo00288a080

Addition of Grignard and Organolithium Reagents to N-Sulfonyl Aldimines Generated in Situ from Aldehydes and N-Sulfinyl Sulfonamides

Joseph Sisko, Steven M. Weinreb

Chemistry

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104 Scopus citations

Abstract

The addition of organometallic reagents to imines is often a poor synthetic reaction due to competing processes such as a-deprotonation and reductive dimerization. Alkyl and aryl Grignard and organolithium species have proven particularly troublesome, although some useful solutions to the problem have recently been presented^1-4.

Original language	English (US)
Pages (from-to)	393-395
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	55
Issue number	1
DOIs	https://doi.org/10.1021/jo00288a080
State	Published - 1990

All Science Journal Classification (ASJC) codes

Organic Chemistry

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title = "Addition of Grignard and Organolithium Reagents to N-Sulfonyl Aldimines Generated in Situ from Aldehydes and N-Sulfinyl Sulfonamides",

abstract = "The addition of organometallic reagents to imines is often a poor synthetic reaction due to competing processes such as a-deprotonation and reductive dimerization. Alkyl and aryl Grignard and organolithium species have proven particularly troublesome, although some useful solutions to the problem have recently been presented1-4.",

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T1 - Addition of Grignard and Organolithium Reagents to N-Sulfonyl Aldimines Generated in Situ from Aldehydes and N-Sulfinyl Sulfonamides

AU - Sisko, Joseph

AU - Weinreb, Steven M.

PY - 1990

Y1 - 1990

N2 - The addition of organometallic reagents to imines is often a poor synthetic reaction due to competing processes such as a-deprotonation and reductive dimerization. Alkyl and aryl Grignard and organolithium species have proven particularly troublesome, although some useful solutions to the problem have recently been presented1-4.

AB - The addition of organometallic reagents to imines is often a poor synthetic reaction due to competing processes such as a-deprotonation and reductive dimerization. Alkyl and aryl Grignard and organolithium species have proven particularly troublesome, although some useful solutions to the problem have recently been presented1-4.

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SN - 0022-3263

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JO - Journal of Organic Chemistry

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IS - 1

ER -

Addition of Grignard and Organolithium Reagents to N-Sulfonyl Aldimines Generated in Situ from Aldehydes and N-Sulfinyl Sulfonamides

Abstract

All Science Journal Classification (ASJC) codes

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