Tetrahedron

Syntheses with sulfones XLVII: stereoselective access to 1, 3-and 1, 4-dienes through hydrogenolysis of benzenesulfonyldienes. Application to pheromone synthesis

T Cuvigny, CH Du Penhoat, M Julia

Index: Cuvigny, T.; Penhoat, C. Herve Du; Julia, M. Tetrahedron, 1987 ,  vol. 43,  # 5  p. 859 - 872

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Citation Number: 23

Abstract

The stereospecific reduction of EE 2-benzenesulfonyl-1, 3-dienes to ZE 1, 3-dienes with Grignard reagents under transition metal catalysis ie described, Hydrogenolysis of the sulfonyl moiety of 2-benzenesulfonyl-1, 4-dienes to ZE 1, 4-dienes with sodium dithionite ie reported. These techniques have been applied to the stereoselective synthesis of (7E, 9Z) dodecadienyl acetate 3d,(9Z, 11E) tetradecadienyl acetate 3e and (9Z, 12E) ...