Synlett

Halolactonisation of (2Z, 4E)-dienoic acids. A novel approach to γ-alkylidene butenolides

S Rousset, J Thibonnet, M Abarbri, A Duchêne…

Index: Rousset, Severine; Thibonnet, Jerome; Abarbri, Mohamed; Duchene, Alain; Parrain, Jean-Luc Synlett, 2000 , # 2 p. 260 - 262

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Citation Number: 20

Abstract

Abstract: Stereoselective synthesis of alkylidene butenolides was achieved from (2Z, 4E)- dienoic acids by a sequence involving halocyclisation and elimination reactions. Selectivity was found to be highly dependent on the nature of the substituents. This methodology has been applied to the synthesis of a retinoid containing the alkylidene butenolide core. Key words: halolactonisation, elimination reaction, dienoic acids, butenolides, g-alkylidene ...