Synthesis of enantiomerically enriched isotopically-labelled anilines by (-)-sparteine directed lithiation

Jonathan Clayden; Loïc Lemiègre; Mark Pickworth

doi:10.1016/j.tetasy.2008.09.014

Synthesis of enantiomerically enriched isotopically-labelled anilines by (-)-sparteine directed lithiation

Jonathan Clayden^*, Loïc Lemiègre, Mark Pickworth

^*Corresponding author for this work

School of Chemistry

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

8 Citations (Scopus)

Abstract

Anilines bearing benzyl or isopropyl groups isotopically labelled (with ²H or ¹³C) in one of a pair of enantiotopic protons or methyl groups can be made using (-)-sparteine-directed lithiation with an electrophilic quench, followed by deprotection.

Original language	English
Pages (from-to)	2218-2221
Number of pages	4
Journal	Tetrahedron: Asymmetry
Volume	19
Issue number	18
DOIs	https://doi.org/10.1016/j.tetasy.2008.09.014
Publication status	Published - 22 Sept 2008

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Organic & Biological

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@article{75ea1557c2934a709f2b1de993481304,

title = "Synthesis of enantiomerically enriched isotopically-labelled anilines by (-)-sparteine directed lithiation",

abstract = "Anilines bearing benzyl or isopropyl groups isotopically labelled (with 2H or 13C) in one of a pair of enantiotopic protons or methyl groups can be made using (-)-sparteine-directed lithiation with an electrophilic quench, followed by deprotection.",

author = "Jonathan Clayden and Lo{\"i}c Lemi{\`e}gre and Mark Pickworth",

year = "2008",

month = sep,

day = "22",

doi = "10.1016/j.tetasy.2008.09.014",

language = "English",

volume = "19",

pages = "2218--2221",

journal = "Tetrahedron: Asymmetry",

issn = "0957-4166",

publisher = "Elsevier Limited",

number = "18",

}

TY - JOUR

T1 - Synthesis of enantiomerically enriched isotopically-labelled anilines by (-)-sparteine directed lithiation

AU - Clayden, Jonathan

AU - Lemiègre, Loïc

AU - Pickworth, Mark

PY - 2008/9/22

Y1 - 2008/9/22

N2 - Anilines bearing benzyl or isopropyl groups isotopically labelled (with 2H or 13C) in one of a pair of enantiotopic protons or methyl groups can be made using (-)-sparteine-directed lithiation with an electrophilic quench, followed by deprotection.

AB - Anilines bearing benzyl or isopropyl groups isotopically labelled (with 2H or 13C) in one of a pair of enantiotopic protons or methyl groups can be made using (-)-sparteine-directed lithiation with an electrophilic quench, followed by deprotection.

UR - https://www.scopus.com/pages/publications/53649093317

U2 - 10.1016/j.tetasy.2008.09.014

DO - 10.1016/j.tetasy.2008.09.014

M3 - Article (Academic Journal)

AN - SCOPUS:53649093317

SN - 0957-4166

VL - 19

SP - 2218

EP - 2221

JO - Tetrahedron: Asymmetry

JF - Tetrahedron: Asymmetry

IS - 18

ER -

Synthesis of enantiomerically enriched isotopically-labelled anilines by (-)-sparteine directed lithiation

Abstract

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