Tetrahedron

Synthesis and rearrangement of 13-thiaprostanoids

L Novak, P Kolonits, C Szantay, M Kajtar

Index: Novak; Kolonits; Szantay Cs.; et al. Tetrahedron, 1982 , vol. 38, # 1 p. 153 - 159

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Citation Number: 21

Abstract

Thiaprostanoids 13 were prepared by conjugate addition of mercaptane 6 to cyclopentenones 12 and 20. Novel rearrangements of these compounds to 14 and 15 were interpreted as enolate induced [1, 5]-sigmatropic shift on the corresponding dehydration products 16. Preparation of the various substrates and structural elucidation of new products are described.