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Synthesis and cycloadditions of 9H-furo [3,4-b][1]benzo(thio)pyran-9-ones: furan ring formation by a novel hydrolytically induced cycloreversion

Synthesis and cycloadditions of 9H-furo [3,4-b][1]benzo(thio)pyran-9-ones: furan ring formation by a novel hydrolytically induced cycloreversion
Synthesis and cycloadditions of 9H-furo [3,4-b][1]benzo(thio)pyran-9-ones: furan ring formation by a novel hydrolytically induced cycloreversion
C-2 lithiation of acetals 2 followed by trapping with aldehydes gives 3. Subsequent unmasking of the acetal function provides furobenzo(thio)pyrans 4, cycloadditions of which have been investigated.
diels-alder reaction, derivatives, benzopyrans, route, acids
0040-4039
4507-4510
Daia, G. Elena
37031c88-281d-44ce-a456-b6701c68089e
Gabbutt, Christopher D.
d57acd39-7728-473a-81c6-82dfc71a30da
Hepworth, John D.
dc0e16da-045f-4212-a5ee-400de08501f8
Heron, B. Mark
2f65af97-0fdc-40e5-904d-5db8765b2e82
Hibbs, David E.
92245583-6eb5-4afc-9093-57377cd6abf4
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Daia, G. Elena
37031c88-281d-44ce-a456-b6701c68089e
Gabbutt, Christopher D.
d57acd39-7728-473a-81c6-82dfc71a30da
Hepworth, John D.
dc0e16da-045f-4212-a5ee-400de08501f8
Heron, B. Mark
2f65af97-0fdc-40e5-904d-5db8765b2e82
Hibbs, David E.
92245583-6eb5-4afc-9093-57377cd6abf4
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da

Daia, G. Elena, Gabbutt, Christopher D., Hepworth, John D., Heron, B. Mark, Hibbs, David E. and Hursthouse, Michael B. (2002) Synthesis and cycloadditions of 9H-furo [3,4-b][1]benzo(thio)pyran-9-ones: furan ring formation by a novel hydrolytically induced cycloreversion. Tetrahedron Letters, 43 (25), 4507-4510. (doi:10.1016/S0040-4039(02)00820-1).

Record type: Article

Abstract

C-2 lithiation of acetals 2 followed by trapping with aldehydes gives 3. Subsequent unmasking of the acetal function provides furobenzo(thio)pyrans 4, cycloadditions of which have been investigated.

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More information

Published date: 17 June 2002
Keywords: diels-alder reaction, derivatives, benzopyrans, route, acids

Identifiers

Local EPrints ID: 19710
URI: http://eprints.soton.ac.uk/id/eprint/19710
ISSN: 0040-4039
PURE UUID: 60eee1bf-3bde-49cf-94b6-b7964724fc8d

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Date deposited: 16 Feb 2006
Last modified: 15 Jul 2019 19:26

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Contributors

Author: G. Elena Daia
Author: Christopher D. Gabbutt
Author: John D. Hepworth
Author: B. Mark Heron
Author: David E. Hibbs

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