Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes

H  Corlay; W B  Motherwell; A M K  Pennell; M  Shipman; A M Z  Slawin; D J  Williams; P  Binger; M  Stepp

Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes

H Corlay
, W B Motherwell
, A M K Pennell
, M Shipman
, A M Z Slawin
, D J Williams
, P Binger
, M Stepp

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

Abstract

The preparation and intramolecular palladium catalysed [3+2] cycloaddition reactions of a range of substrates containing either stereochemically defined 2,3-disubstituted methylenecyclopropanes 3 or acrylate accepters 12-15 are described. Evidence is presented which supports the hypothesis that these cycloaddition reactions proceed via palladium-trimethylenemethane type intermediates and that the two carbon-carbon bonds are formed in a highly asynchronous manner.

Original language	English
Pages (from-to)	4883-4902
Number of pages	20
Journal	Tetrahedron
Volume	52
Issue number	13
Publication status	Published - 25 Mar 1996

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CYCLO-ADDITION

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title = "Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes",

abstract = "The preparation and intramolecular palladium catalysed [3+2] cycloaddition reactions of a range of substrates containing either stereochemically defined 2,3-disubstituted methylenecyclopropanes 3 or acrylate accepters 12-15 are described. Evidence is presented which supports the hypothesis that these cycloaddition reactions proceed via palladium-trimethylenemethane type intermediates and that the two carbon-carbon bonds are formed in a highly asynchronous manner.",

keywords = "CYCLO-ADDITION",

author = "H Corlay and Motherwell, \{W B\} and Pennell, \{A M K\} and M Shipman and Slawin, \{A M Z\} and Williams, \{D J\} and P Binger and M Stepp",

year = "1996",

month = mar,

day = "25",

language = "English",

volume = "52",

pages = "4883--4902",

journal = "Tetrahedron",

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publisher = "Elsevier",

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TY - JOUR

T1 - Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes

AU - Corlay, H

AU - Motherwell, W B

AU - Pennell, A M K

AU - Shipman, M

AU - Slawin, A M Z

AU - Williams, D J

AU - Binger, P

AU - Stepp, M

PY - 1996/3/25

Y1 - 1996/3/25

N2 - The preparation and intramolecular palladium catalysed [3+2] cycloaddition reactions of a range of substrates containing either stereochemically defined 2,3-disubstituted methylenecyclopropanes 3 or acrylate accepters 12-15 are described. Evidence is presented which supports the hypothesis that these cycloaddition reactions proceed via palladium-trimethylenemethane type intermediates and that the two carbon-carbon bonds are formed in a highly asynchronous manner.

AB - The preparation and intramolecular palladium catalysed [3+2] cycloaddition reactions of a range of substrates containing either stereochemically defined 2,3-disubstituted methylenecyclopropanes 3 or acrylate accepters 12-15 are described. Evidence is presented which supports the hypothesis that these cycloaddition reactions proceed via palladium-trimethylenemethane type intermediates and that the two carbon-carbon bonds are formed in a highly asynchronous manner.

KW - CYCLO-ADDITION

M3 - Article

SN - 0040-4020

VL - 52

SP - 4883

EP - 4902

JO - Tetrahedron

JF - Tetrahedron

IS - 13

ER -

Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes

Abstract

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