Photocycloaddition of (Z)-1,2-Dichloroethylene to Enantiopure 2(5H)-Furanones: An Efficient Strategy for the Diastereoselective Synthesis of Cyclobutane and Cyclobutene Derivatives.

Alibés, Ramon; de March, Pedro; Figueredo, Marta; Font, Josep; Racamonde, Marta; Rustullet, Albert; Alvarez-Larena, Angel; Piniella, Juan F.; Parella, Teodor

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Wiley-VCH Verlag, ChemInform, 13(34), 2003

DOI: 10.1002/chin.200313108

Elsevier, Tetrahedron Letters, 1(44), p. 69-71

DOI: 10.1016/s0040-4039(02)02528-5

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Photocycloaddition of (Z)-1,2-Dichloroethylene to Enantiopure 2(5H)-Furanones: An Efficient Strategy for the Diastereoselective Synthesis of Cyclobutane and Cyclobutene Derivatives.

Journal article published in 2003 by Ramon Alibés, Pedro de March, Marta Figueredo, Josep Font, Marta Racamonde, Albert Rustullet, Angel Alvarez-Larena, Juan F. Piniella, Teodor Parella

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Abstract

A highly stereoselective and efficient synthetic approach to cyclobutane and cyclobutene derivatives has been developed consisting of a [2+2] photochemical cycloaddition of chiral 2(5H)-furanones to (Z)-1,2-dichloroethylene followed by dihydrodehalogenation or dihaloelimination.

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Photocycloaddition of (Z)-1,2-Dichloroethylene to Enantiopure 2(5H)-Furanones: An Efficient Strategy for the Diastereoselective Synthesis of Cyclobutane and Cyclobutene Derivatives.

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