Diels-Alder reactions of activated furans to cyclopentenone derivatives: A regiodivergent Diels-Alder approach towards polyfunctionalised cis-hydrindanones

Laurent Alain Claude Trembleau; Luc Patiny; Leon Ghosez

Diels-Alder reactions of activated furans to cyclopentenone derivatives: A regiodivergent Diels-Alder approach towards polyfunctionalised cis-hydrindanones

Laurent Alain Claude Trembleau
, Luc Patiny
, Leon Ghosez

Chemistry

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

24 Citations (Scopus)

Abstract

Cycloaddition of activated furans 10 to 4-methoxycyclopent-2-enone was unexpectedly found to take place with a regioselectivity opposed to that predicted by FMO theory. The reaction represents a direct route towards polyfunctionalised cis-hydrindanones which are key intermediates for the synthesis of ottelione A, a potent inhibitor of tubulin polymerisation. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	6377-6381
Journal	Tetrahedron Letters
Volume	41
Issue number	33
Publication status	Published - 2000

Cite this

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title = "Diels-Alder reactions of activated furans to cyclopentenone derivatives: A regiodivergent Diels-Alder approach towards polyfunctionalised cis-hydrindanones",

abstract = "Cycloaddition of activated furans 10 to 4-methoxycyclopent-2-enone was unexpectedly found to take place with a regioselectivity opposed to that predicted by FMO theory. The reaction represents a direct route towards polyfunctionalised cis-hydrindanones which are key intermediates for the synthesis of ottelione A, a potent inhibitor of tubulin polymerisation. (C) 2000 Elsevier Science Ltd.",

author = "Trembleau, \{Laurent Alain Claude\} and Luc Patiny and Leon Ghosez",

year = "2000",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Diels-Alder reactions of activated furans to cyclopentenone derivatives: A regiodivergent Diels-Alder approach towards polyfunctionalised cis-hydrindanones

AU - Trembleau, Laurent Alain Claude

AU - Patiny, Luc

AU - Ghosez, Leon

PY - 2000

Y1 - 2000

N2 - Cycloaddition of activated furans 10 to 4-methoxycyclopent-2-enone was unexpectedly found to take place with a regioselectivity opposed to that predicted by FMO theory. The reaction represents a direct route towards polyfunctionalised cis-hydrindanones which are key intermediates for the synthesis of ottelione A, a potent inhibitor of tubulin polymerisation. (C) 2000 Elsevier Science Ltd.

AB - Cycloaddition of activated furans 10 to 4-methoxycyclopent-2-enone was unexpectedly found to take place with a regioselectivity opposed to that predicted by FMO theory. The reaction represents a direct route towards polyfunctionalised cis-hydrindanones which are key intermediates for the synthesis of ottelione A, a potent inhibitor of tubulin polymerisation. (C) 2000 Elsevier Science Ltd.

M3 - Article

SN - 0040-4039

VL - 41

SP - 6377

EP - 6381

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 33

ER -

Diels-Alder reactions of activated furans to cyclopentenone derivatives: A regiodivergent Diels-Alder approach towards polyfunctionalised cis-hydrindanones

Abstract

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