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

Full Text: HTML

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 ...

Related Articles:

Synthesis of natural fimbrolides

[Haval, Kishan P.; Argade, Narshinha P. Synthesis, 2007 , # 14 p. 2198 - 2202]

[2+ 2] Photocycloaddition of homochiral 2 (5H)-furanones to alkenes. First step for an efficient and diastereoselective synthesis of (+)-and (−)-grandisol

[Alibes; Bourdelande; Font; Gregori; Parella Tetrahedron, 1996 , vol. 52, # 4 p. 1267 - 1278]

An efficient synthesis of brominated 4-alkyl-2 (5H)-furanones

[Iskander, George; Zhang, Ruonan; Chan, Daniel Shiu-Hin; Black, David StC; Alamgir, Mahiuddin; Kumar, Naresh Tetrahedron Letters, 2009 , vol. 50, # 32 p. 4613 - 4615]

More Articles...