A detailed investigation of the aza-Prins reaction
A detailed investigation of the aza-Prins reaction
The development of a Lewis acid-promoted aza-Prins reaction to form piperidines and pyrrolidines is described. Indium trichloride has been found to be a highly successful and mild Lewis acid for promoting this reaction. A thorough mechanistic investigation is described, including the factors that influence the formation of the 5- or 6-membered ring product(s).
1064-1080
Dobbs, Adrian P.
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Guesné, Sebastien J.J.
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Parker, Robert J.
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Skidmore, John
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Stephenson, Richard A.
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Hursthouse, Mike B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
March 2010
Dobbs, Adrian P.
0e5c81d2-c250-47e4-a782-00984af2de54
Guesné, Sebastien J.J.
5c746d98-0c89-499d-927f-014e8af83b28
Parker, Robert J.
a3a6bf55-8309-426f-8621-a28599edb476
Skidmore, John
53f63731-e26e-484e-a901-701415aa5066
Stephenson, Richard A.
f92145c3-799d-4f3b-afe7-4d3fc7da8b30
Hursthouse, Mike B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Dobbs, Adrian P., Guesné, Sebastien J.J., Parker, Robert J., Skidmore, John, Stephenson, Richard A. and Hursthouse, Mike B.
(2010)
A detailed investigation of the aza-Prins reaction.
Organic & Biomolecular Chemistry, 8 (5), .
(doi:10.1039/b915797b).
(PMID:20165797)
Abstract
The development of a Lewis acid-promoted aza-Prins reaction to form piperidines and pyrrolidines is described. Indium trichloride has been found to be a highly successful and mild Lewis acid for promoting this reaction. A thorough mechanistic investigation is described, including the factors that influence the formation of the 5- or 6-membered ring product(s).
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e-pub ahead of print date: 5 January 2009
Published date: March 2010
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow, Chemistry
Identifiers
Local EPrints ID: 347446
URI: http://eprints.soton.ac.uk/id/eprint/347446
ISSN: 1477-0520
PURE UUID: 36b61f56-39a4-43da-ae15-b94b72249868
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Date deposited: 24 Jan 2013 14:40
Last modified: 14 Mar 2024 12:48
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Contributors
Author:
Adrian P. Dobbs
Author:
Sebastien J.J. Guesné
Author:
Robert J. Parker
Author:
John Skidmore
Author:
Richard A. Stephenson
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