Synthesis of isomeric 1, 4-[13 C] 2-labeled 2-ethoxycarbonyl-1, 4-diphenylbutadienes

RM Crist, PV Reddy, B Borhan

Index: Crist, Rachael M.; Reddy, Pulgam Veera; Borhan, Babak Tetrahedron Letters, 2001 , vol. 42, # 4 p. 619 - 621

Full Text: HTML

Citation Number: 24

Abstract

The 1, 4-bis-13C-labeled isomeric compounds (Z, E)-and (E, E)-2-ethoxycarbonyl-1, 4- diphenylbutadiene have been synthesized by two different methods. A double Horner– Wadsworth–Emmons (HWE) strategy was employed for the synthesis of the Z, E isomer. On the other hand, synthesis of the E, E isomer was achieved by Baylis–Hillman reaction of benzaldehyde with ethyl acrylate and subsequent rearrangement, followed by Wittig ...