Reductive lithiation of bis-phenylsulfones

Jurong Yu; Hyun Sung Cho; S. Chandrasekhar; J R Falck; Charles Mioskowski

doi:10.1016/S0040-4039(00)73519-2

Reductive lithiation of bis-phenylsulfones

Jurong Yu, Hyun Sung Cho, S. Chandrasekhar, J R Falck, Charles Mioskowski

Biochemistry

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

21 Scopus citations

Abstract

Reductive cleavage of geminal bis-phenylsulfones using lithium naphthalenide in THF at -78°C selectively affords α-sulfonyl carbanions which participate in typical reaction with electrophiles.

Original language	English (US)
Pages (from-to)	5437-5440
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	30
DOIs	https://doi.org/10.1016/S0040-4039(00)73519-2
State	Published - Jul 25 1994

Keywords

alkylation
desulfonylation
lithium naphthalenide
α-sulfonyl carbanion

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)73519-2

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title = "Reductive lithiation of bis-phenylsulfones",

abstract = "Reductive cleavage of geminal bis-phenylsulfones using lithium naphthalenide in THF at -78°C selectively affords α-sulfonyl carbanions which participate in typical reaction with electrophiles.",

keywords = "alkylation, desulfonylation, lithium naphthalenide, α-sulfonyl carbanion",

author = "Jurong Yu and Cho, {Hyun Sung} and S. Chandrasekhar and Falck, {J R} and Charles Mioskowski",

year = "1994",

month = jul,

day = "25",

doi = "10.1016/S0040-4039(00)73519-2",

language = "English (US)",

volume = "35",

pages = "5437--5440",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "30",

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TY - JOUR

T1 - Reductive lithiation of bis-phenylsulfones

AU - Yu, Jurong

AU - Cho, Hyun Sung

AU - Chandrasekhar, S.

AU - Falck, J R

AU - Mioskowski, Charles

PY - 1994/7/25

Y1 - 1994/7/25

N2 - Reductive cleavage of geminal bis-phenylsulfones using lithium naphthalenide in THF at -78°C selectively affords α-sulfonyl carbanions which participate in typical reaction with electrophiles.

AB - Reductive cleavage of geminal bis-phenylsulfones using lithium naphthalenide in THF at -78°C selectively affords α-sulfonyl carbanions which participate in typical reaction with electrophiles.

KW - alkylation

KW - desulfonylation

KW - lithium naphthalenide

KW - α-sulfonyl carbanion

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U2 - 10.1016/S0040-4039(00)73519-2

DO - 10.1016/S0040-4039(00)73519-2

M3 - Article

AN - SCOPUS:0028064765

SN - 0040-4039

VL - 35

SP - 5437

EP - 5440

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

Reductive lithiation of bis-phenylsulfones

Abstract

Keywords

ASJC Scopus subject areas

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