Studies on structurally simple α,β-butenolides. III. Behaviour of (-)-(s)-σ-heterosubstituted γ-methyl-α,β-butenolides towards nucleophiles. Protoanemonin as intermediate in an eliminati

P. Camps; J. Cardellach; J. Corbera; J. Font; R. M. Ortuño; O. Ponsatí

doi:10.1016/S0040-4020(01)88539-2

Studies on structurally simple α,β-butenolides. III. Behaviour of (-)-(s)-σ-heterosubstituted γ-methyl-α,β-butenolides towards nucleophiles. Protoanemonin as intermediate in an eliminati

P. Camps, J. Cardellach, J. Corbera, J. Font, R. M. Ortuño, O. Ponsatí

Department of Chemistry

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

40 Citations (Scopus)

Abstract

The reactivity of the title compounds with different nucleophiles has been checked and it was shown that products from reaction with sodium phenylthiolate result from an elimination-addition process in which protoanemonin is the key intermediate. The synthesis of (-)-(R)-β-angelica lactone is reported for the first time. © 1983.

Original language	English
Pages (from-to)	395-400
Journal	Tetrahedron
Volume	39
Issue number	3
DOIs	https://doi.org/10.1016/S0040-4020(01)88539-2
Publication status	Published - 1 Jan 1983

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title = "Studies on structurally simple α,β-butenolides. III. Behaviour of (-)-(s)-σ-heterosubstituted γ-methyl-α,β-butenolides towards nucleophiles. Protoanemonin as intermediate in an eliminati",

abstract = "The reactivity of the title compounds with different nucleophiles has been checked and it was shown that products from reaction with sodium phenylthiolate result from an elimination-addition process in which protoanemonin is the key intermediate. The synthesis of (-)-(R)-β-angelica lactone is reported for the first time. {\textcopyright} 1983.",

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Studies on structurally simple α,β-butenolides. III. Behaviour of (-)-(s)-σ-heterosubstituted γ-methyl-α,β-butenolides towards nucleophiles. Protoanemonin as intermediate in an eliminati. / Camps, P.; Cardellach, J.; Corbera, J. et al.
In: Tetrahedron, Vol. 39, No. 3, 01.01.1983, p. 395-400.

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

TY - JOUR

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AU - Camps, P.

AU - Cardellach, J.

AU - Corbera, J.

AU - Font, J.

AU - Ortuño, R. M.

AU - Ponsatí, O.

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AB - The reactivity of the title compounds with different nucleophiles has been checked and it was shown that products from reaction with sodium phenylthiolate result from an elimination-addition process in which protoanemonin is the key intermediate. The synthesis of (-)-(R)-β-angelica lactone is reported for the first time. © 1983.

U2 - 10.1016/S0040-4020(01)88539-2

DO - 10.1016/S0040-4020(01)88539-2

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VL - 39

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JO - Tetrahedron

JF - Tetrahedron

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Studies on structurally simple α,β-butenolides. III. Behaviour of (-)-(s)-σ-heterosubstituted γ-methyl-α,β-butenolides towards nucleophiles. Protoanemonin as intermediate in an eliminati

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