Stereoselective |2+2| photocycloaddition of chiral 2(5H)-furanones to alkenes

Ramón Alibés; José L. Bourdelande; Josep Font

doi:10.1016/S0957-4166(00)80035-X

Stereoselective |2+2| photocycloaddition of chiral 2(5H)-furanones to alkenes

Ramón Alibés, José L. Bourdelande, Josep Font

Department of Chemistry

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

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Abstract

The steric and stereoelectronic dependence of the diastereoselectivity in the photochemical |2+2| cycloaddition of chiral 2(5H)-furanones to alkenes is investigated to prepare eventually cyclobutanic natural products. It is shown that the alkenes approach to different chiral 5-substituted 2(5H)-furanones mainly by the less hindered side. © 1991.

Original language	English
Pages (from-to)	1391-1402
Journal	Tetrahedron: asymmetry
Volume	2
Issue number	12
DOIs	https://doi.org/10.1016/S0957-4166(00)80035-X
Publication status	Published - 1 Jan 1991

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title = "Stereoselective |2+2| photocycloaddition of chiral 2(5H)-furanones to alkenes",

abstract = "The steric and stereoelectronic dependence of the diastereoselectivity in the photochemical |2+2| cycloaddition of chiral 2(5H)-furanones to alkenes is investigated to prepare eventually cyclobutanic natural products. It is shown that the alkenes approach to different chiral 5-substituted 2(5H)-furanones mainly by the less hindered side. {\textcopyright} 1991.",

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AU - Alibés, Ramón

AU - Bourdelande, José L.

AU - Font, Josep

PY - 1991/1/1

Y1 - 1991/1/1

N2 - The steric and stereoelectronic dependence of the diastereoselectivity in the photochemical |2+2| cycloaddition of chiral 2(5H)-furanones to alkenes is investigated to prepare eventually cyclobutanic natural products. It is shown that the alkenes approach to different chiral 5-substituted 2(5H)-furanones mainly by the less hindered side. © 1991.

AB - The steric and stereoelectronic dependence of the diastereoselectivity in the photochemical |2+2| cycloaddition of chiral 2(5H)-furanones to alkenes is investigated to prepare eventually cyclobutanic natural products. It is shown that the alkenes approach to different chiral 5-substituted 2(5H)-furanones mainly by the less hindered side. © 1991.

U2 - 10.1016/S0957-4166(00)80035-X

DO - 10.1016/S0957-4166(00)80035-X

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VL - 2

SP - 1391

EP - 1402

IS - 12

ER -

Stereoselective |2+2| photocycloaddition of chiral 2(5H)-furanones to alkenes

Abstract

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