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

26 Citations (Scopus)

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

Keywords

CYCLO-ADDITION

Cite this

@article{a18e48533c8042408c8e7ce5c08941c0,

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",

issn = "0040-4020",

publisher = "Elsevier",

number = "13",

}

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

Keywords

Fingerprint

Cite this