Substituent effects on the aliphatic Claisen rearrangement. 1. Synthesis and rearrangement of cyano-substituted allyl vinyl ethers

Cynthia J. Burrows; Barry K. Carpenter

doi:10.1021/ja00413a045

Substituent effects on the aliphatic Claisen rearrangement. 1. Synthesis and rearrangement of cyano-substituted allyl vinyl ethers

Journal of the American Chemical Society ◽

10.1021/ja00413a045 ◽

1981 ◽

Vol 103 (23) ◽

pp. 6983-6984 ◽

Cited By ~ 76

Author(s):

Cynthia J. Burrows ◽

Barry K. Carpenter

Keyword(s):

Claisen Rearrangement ◽

Substituent Effects ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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ChemInform Abstract: SUBSTITUENT EFFECTS ON THE ALIPHATIC CLAISEN REARRANGEMENT. 1. SYNTHESIS AND REARRANGEMENT OF CYANO-SUBSTITUTED ALLYL VINYL ETHERS

Chemischer Informationsdienst ◽

10.1002/chin.198208150 ◽

1982 ◽

Vol 13 (8) ◽

Author(s):

C. J. BURROWS ◽

B. K. CARPENTER

Keyword(s):

Claisen Rearrangement ◽

Substituent Effects ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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ChemInform Abstract: Metal-Mediated One-Pot Synthesis of Cyclopentanones from Allyl Vinyl Ethers or Diallyl Ethers via Tandem Claisen Rearrangement and Hydroacylation.

ChemInform ◽

10.1002/chin.199544083 ◽

2010 ◽

Vol 26 (44) ◽

pp. no-no

Author(s):

P. EILBRACHT ◽

A. GERSMEIER ◽

D. LENNARTZ ◽

T. HUBER

Keyword(s):

Claisen Rearrangement ◽

Vinyl Ethers ◽

One Pot ◽

One Pot Synthesis ◽

Allyl Vinyl Ethers

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Stereochemical aspects of the Claisen rearrangement of allyl vinyl ethers

The Journal of Organic Chemistry ◽

10.1021/jo00889a019 ◽

1975 ◽

Vol 40 (1) ◽

pp. 86-92 ◽

Cited By ~ 30

Author(s):

Herbert O. House ◽

Jacek Lubinkowski ◽

James J. Good

Keyword(s):

Claisen Rearrangement ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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Highly Enantioselective Catalytic Asymmetric Claisen Rearrangement of 2-Alkoxycarbonyl-Substituted Allyl Vinyl Ethers.

ChemInform ◽

10.1002/chin.200434069 ◽

2004 ◽

Vol 35 (34) ◽

Author(s):

Lars Abraham ◽

Marleen Koerner ◽

Martin Hiersemann

Keyword(s):

Claisen Rearrangement ◽

Vinyl Ethers ◽

Catalytic Asymmetric ◽

Allyl Vinyl Ethers

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Metalloporphyrin Cr(TPP)Cl-catalyzed Claisen rearrangement of simple aliphatic allyl vinyl ethers and its unique stereoselectivity

Tetrahedron Letters ◽

10.1016/j.tetlet.2005.02.136 ◽

2005 ◽

Vol 46 (16) ◽

pp. 2893-2896 ◽

Cited By ~ 38

Author(s):

Toshikatsu Takanami ◽

Mikiko Hayashi ◽

Kohji Suda

Keyword(s):

Claisen Rearrangement ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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ChemInform Abstract: Claisen Rearrangement of Aliphatic Allyl Vinyl Ethers from 1912 to 2012: 100 Years of Electrophilic Catalysis

ChemInform ◽

10.1002/chin.201326214 ◽

2013 ◽

Vol 44 (26) ◽

pp. no-no ◽

Cited By ~ 1

Author(s):

Julia Rehbein ◽

Martin Hiersemann

Keyword(s):

Claisen Rearrangement ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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ChemInform Abstract: SOME STEREOCHEMICAL ASPECTS OF THE CLAISEN REARRANGEMENT OF ALLYL VINYL ETHERS

Chemischer Informationsdienst ◽

10.1002/chin.197517213 ◽

1975 ◽

Vol 6 (17) ◽

pp. no-no

Author(s):

H. O. HOUSE ◽

J. LUBINKOWSKI ◽

J. J. GOOD

Keyword(s):

Claisen Rearrangement ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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The Pd(II)-Catalyzed and the Thermal Claisen Rearrangement of 2-Alkoxycarbonyl-Substituted Allyl Vinyl Ethers

Synlett ◽

10.1055/s-1999-2932 ◽

1999 ◽

Vol 1999 (11) ◽

pp. 1823-1825 ◽

Cited By ~ 16

Author(s):

Martin Hiersemann

Keyword(s):

Claisen Rearrangement ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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Claisen Rearrangement of Aliphatic Allyl Vinyl Ethers from 1912 to 2012: 100 Years of Electrophilic Catalysis

Synthesis ◽

10.1055/s-0032-1316869 ◽

2013 ◽

Vol 45 (09) ◽

pp. 1121-1159 ◽

Cited By ~ 36

Author(s):

Martin Hiersemann ◽

Julia Rehbein

Keyword(s):

Claisen Rearrangement ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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Investigation of quantitative structure–reactivity relationships in the aliphatic Claisen rearrangement of bis-vinyl ethers reveals a dipolar, dissociative mechanism

Organic & Biomolecular Chemistry ◽

10.1039/c3ob42011f ◽

2014 ◽

Vol 12 (8) ◽

pp. 1292-1308 ◽

Cited By ~ 10

Author(s):

Natasha F. O'Rourke ◽

Jeremy E. Wulff

Keyword(s):

Vinyl Ether ◽

Claisen Rearrangement ◽

Substituent Effects ◽

Quantitative Structure ◽

Vinyl Ethers ◽

Dissociative Mechanism ◽

Mechanism Of Reaction ◽

Kinetic Investigations

Kinetic investigations of substituent effects in the Claisen rearrangement of bis-vinyl ether substrates suggest a dissociative mechanism of reaction.

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