EFFICIENT SYNTHESIS OF 3-MONO AND DISUBSTITUTED LACTAMS USING MEERWEIN-ESCHENMOSER [3,3] SIGMATROPIC REARRANGEMENTS

B COATES; DJ MONTGOMERY; PJ STEVENSON; Paul Stevenson

EFFICIENT SYNTHESIS OF 3-MONO AND DISUBSTITUTED LACTAMS USING MEERWEIN-ESCHENMOSER [3,3] SIGMATROPIC REARRANGEMENTS

B COATES
, DJ MONTGOMERY
, PJ STEVENSON
, Paul Stevenson

School of Chemistry and Chemical Engineering

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

13 Citations (Scopus)

Abstract

3-Allyl substituted five six and seven membered ring lactams, are readily available in good yields and reasonable selectivity by a formal Meerwein Eschenmoser [3,3] rearrangement, using readily available methoxymethyleniminium salts and lithium alkoxides derived from allyl alcohols.

Original language	English
Pages (from-to)	4025-4036
Number of pages	12
Journal	Tetrahedron
Volume	50
Issue number	13
Publication status	Published - 28 Mar 1994

Keywords

STEREOCHEMICAL CONTROL
CLAISEN REARRANGEMENT

Cite this

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title = "EFFICIENT SYNTHESIS OF 3-MONO AND DISUBSTITUTED LACTAMS USING MEERWEIN-ESCHENMOSER [3,3] SIGMATROPIC REARRANGEMENTS",

abstract = "3-Allyl substituted five six and seven membered ring lactams, are readily available in good yields and reasonable selectivity by a formal Meerwein Eschenmoser [3,3] rearrangement, using readily available methoxymethyleniminium salts and lithium alkoxides derived from allyl alcohols.",

keywords = "STEREOCHEMICAL CONTROL, CLAISEN REARRANGEMENT",

author = "B COATES and DJ MONTGOMERY and PJ STEVENSON and Paul Stevenson",

year = "1994",

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language = "English",

volume = "50",

pages = "4025--4036",

journal = "Tetrahedron",

issn = "0040-4020",

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T1 - EFFICIENT SYNTHESIS OF 3-MONO AND DISUBSTITUTED LACTAMS USING MEERWEIN-ESCHENMOSER [3,3] SIGMATROPIC REARRANGEMENTS

AU - COATES, B

AU - MONTGOMERY, DJ

AU - STEVENSON, PJ

AU - Stevenson, Paul

PY - 1994/3/28

Y1 - 1994/3/28

N2 - 3-Allyl substituted five six and seven membered ring lactams, are readily available in good yields and reasonable selectivity by a formal Meerwein Eschenmoser [3,3] rearrangement, using readily available methoxymethyleniminium salts and lithium alkoxides derived from allyl alcohols.

AB - 3-Allyl substituted five six and seven membered ring lactams, are readily available in good yields and reasonable selectivity by a formal Meerwein Eschenmoser [3,3] rearrangement, using readily available methoxymethyleniminium salts and lithium alkoxides derived from allyl alcohols.

KW - STEREOCHEMICAL CONTROL

KW - CLAISEN REARRANGEMENT

M3 - Article

SN - 0040-4020

VL - 50

SP - 4025

EP - 4036

JO - Tetrahedron

JF - Tetrahedron

IS - 13

ER -

EFFICIENT SYNTHESIS OF 3-MONO AND DISUBSTITUTED LACTAMS USING MEERWEIN-ESCHENMOSER [3,3] SIGMATROPIC REARRANGEMENTS

Abstract

Keywords

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