Tetrahedron letters

A facile and highly stereoselective synthesis of (2E)-,(2E, 4E)-unsaturated amides and related natural products

YZ Huang, S Lilan, Y Jianhua, Z Jingtao

Index: Huang, Y. Z.; Shi, Lilan; Yang, Jianhua; Zhang, Jingtao Tetrahedron Letters, 1987 , vol. 28, # 19 p. 2159 - 2162

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Citation Number: 47

Abstract

The reagents 2a and 2b gave satisfactory elemental analysis (C,H: ±0.3%; N, Br:±0.5%).2a: mp 191–2°C (from CH 2 Cl 2 -CH 3 CO 2 Et); 1 H NMR (60M Hz,CDCl 3 / TMS,δ) 7.64(m, 15H), 5.58(s, 2H), 3.95(t, CONCH 2 , 2H) and 3.30(t, CONCH 2 , 2H), 1.90(m, 4H); IR(KCl) 1440, 1620 cm −1 . 2b: mp 167–8°C (from CH 2 Cl 2 CH 3 CO 2 Et); 1 H NMR (60M Hz CDCl 3 /TMS,δ) 7.70 (m ArH, 15H), 5.70 s, 2H), 3.81(m, CONCH 2 , 2H and 3.35(m, CONCH 2 , 2H), 1.55(m, ...