Addition of lithiated tertiary aromatic amides to epoxides and aziridines: Asymmetric synthesis of (S)-(+)-mellein

Jonathan Clayden; Christopher C. Stimson; Madeleine Helliwell; Martine Keenan

doi:10.1055/s-2006-939043

Addition of lithiated tertiary aromatic amides to epoxides and aziridines: Asymmetric synthesis of (S)-(+)-mellein

Jonathan Clayden^*, Christopher C. Stimson, Madeleine Helliwell, Martine Keenan

^*Corresponding author for this work

School of Chemistry

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

16 Citations (Scopus)

Abstract

Addition of ortholithiated or laterally lithiated amides to epoxides or aziridines provides, in some cases stereoselectively, products which may cyclise to yield benzopyranones in good enantiomeric excess.

Original language	English
Pages (from-to)	873-876
Number of pages	4
Journal	SYNLETT
Issue number	6
Early online date	14 Mar 2006
DOIs	https://doi.org/10.1055/s-2006-939043
Publication status	Published - Apr 2006

Keywords

Benzopyranone
Directed metallation
Epoxide
Isochromanone
Lithiation
Synthesis

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title = "Addition of lithiated tertiary aromatic amides to epoxides and aziridines: Asymmetric synthesis of (S)-(+)-mellein",

abstract = "Addition of ortholithiated or laterally lithiated amides to epoxides or aziridines provides, in some cases stereoselectively, products which may cyclise to yield benzopyranones in good enantiomeric excess.",

keywords = "Benzopyranone, Directed metallation, Epoxide, Isochromanone, Lithiation, Synthesis",

author = "Jonathan Clayden and Stimson, {Christopher C.} and Madeleine Helliwell and Martine Keenan",

year = "2006",

month = apr,

doi = "10.1055/s-2006-939043",

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T2 - Asymmetric synthesis of (S)-(+)-mellein

AU - Clayden, Jonathan

AU - Stimson, Christopher C.

AU - Helliwell, Madeleine

AU - Keenan, Martine

PY - 2006/4

Y1 - 2006/4

N2 - Addition of ortholithiated or laterally lithiated amides to epoxides or aziridines provides, in some cases stereoselectively, products which may cyclise to yield benzopyranones in good enantiomeric excess.

AB - Addition of ortholithiated or laterally lithiated amides to epoxides or aziridines provides, in some cases stereoselectively, products which may cyclise to yield benzopyranones in good enantiomeric excess.

KW - Benzopyranone

KW - Directed metallation

KW - Epoxide

KW - Isochromanone

KW - Lithiation

KW - Synthesis

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U2 - 10.1055/s-2006-939043

DO - 10.1055/s-2006-939043

M3 - Article (Academic Journal)

AN - SCOPUS:33645778110

SP - 873

EP - 876

JO - SYNLETT

JF - SYNLETT

SN - 0936-5214

IS - 6

ER -

Addition of lithiated tertiary aromatic amides to epoxides and aziridines: Asymmetric synthesis of (S)-(+)-mellein

Abstract

Keywords

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