Tetrahedron

Syntheses en serie racemique et en serie optiquement active d'une famille de derives oxygenes naturels de l'ombelliferone. Structure spatiale du (-) epoxy-3'6' …

M Aziz, F Rouessac

Index: Aziz, Mostafa; Rouessac, Francis Tetrahedron, 1988 , vol. 44, # 1 p. 101 - 110

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Citation Number: 23

Abstract

3'6'Epoxyaurapten and marmin were synthesized by a stereocontrolled way in racemic then in optically active forms from achiral precursors. The synthetic strategy is of biomimetic type. The reaction sequence involved a Sharpless asymmetric epoxidation as the key-step to induce chirality. Enantiomeric conversion gave rise to the opposite unnatural serie. The structural dimensions of (-) 3'6'-epoxyaurapten have been ascertained by means of X-ray ...

~93%

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