Stereospecific dearomatising cyclisation of tertiary α -amidoorganolithiums

Jonathan Clayden; Faye E. Knowles; Christel J. Menet

doi:10.1055/s-2003-40993

Stereospecific dearomatising cyclisation of tertiary α -amidoorganolithiums

Jonathan Clayden^*, Faye E. Knowles, Christel J. Menet

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

27 Citations (Scopus)

Abstract

Lithiation of benzamides derived from a chiral and enantiomerically pure α-methylbenzylamine leads to diastereoselective and regioselective dearomatising cyclisations with overall conservation of the stereochemistry of the starting stereogenic centre.

Original language	English
Pages (from-to)	1701-1703
Number of pages	3
Journal	SYNLETT
Issue number	11
Early online date	13 Mar 2003
DOIs	https://doi.org/10.1055/s-2003-40993
Publication status	Published - Sept 2003

Keywords

Amide
Cyclisation
Dearomatisation
Lithiation
Stereospecificity

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@article{c149aaaa32b34451801db1ed054e4930,

title = "Stereospecific dearomatising cyclisation of tertiary α -amidoorganolithiums",

abstract = "Lithiation of benzamides derived from a chiral and enantiomerically pure α-methylbenzylamine leads to diastereoselective and regioselective dearomatising cyclisations with overall conservation of the stereochemistry of the starting stereogenic centre.",

keywords = "Amide, Cyclisation, Dearomatisation, Lithiation, Stereospecificity",

author = "Jonathan Clayden and Knowles, {Faye E.} and Menet, {Christel J.}",

year = "2003",

month = sep,

doi = "10.1055/s-2003-40993",

language = "English",

pages = "1701--1703",

journal = "SYNLETT",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "11",

}

TY - JOUR

T1 - Stereospecific dearomatising cyclisation of tertiary α -amidoorganolithiums

AU - Clayden, Jonathan

AU - Knowles, Faye E.

AU - Menet, Christel J.

PY - 2003/9

Y1 - 2003/9

N2 - Lithiation of benzamides derived from a chiral and enantiomerically pure α-methylbenzylamine leads to diastereoselective and regioselective dearomatising cyclisations with overall conservation of the stereochemistry of the starting stereogenic centre.

AB - Lithiation of benzamides derived from a chiral and enantiomerically pure α-methylbenzylamine leads to diastereoselective and regioselective dearomatising cyclisations with overall conservation of the stereochemistry of the starting stereogenic centre.

KW - Amide

KW - Cyclisation

KW - Dearomatisation

KW - Lithiation

KW - Stereospecificity

UR - http://www.scopus.com/inward/record.url?scp=0041409652&partnerID=8YFLogxK

U2 - 10.1055/s-2003-40993

DO - 10.1055/s-2003-40993

M3 - Article (Academic Journal)

AN - SCOPUS:0041409652

SN - 0936-5214

SP - 1701

EP - 1703

JO - SYNLETT

JF - SYNLETT

IS - 11

ER -

Stereospecific dearomatising cyclisation of tertiary α -amidoorganolithiums

Abstract

Keywords

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