Tetrahedron letters

Practical and stereocontrolled syntheses of both (1R★, 3S★)-and (1R★, 3R★)-3-(2-chloro-3, 3, 3-trifluoro-1-propenyl)-2, 2-dimethylcyclopropanecarboxylates

M Fujita, T Hiyama, K Kondo

Index: Fujita, Makoto; Hiyama, Tamejiro; Kondo, Kiyosi Tetrahedron Letters, 1986 ,  vol. 27,  # 19  p. 2139 - 2142

Full Text: HTML

Citation Number: 35

Abstract

Abstract The title compounds of (1R*, 3S*) configuration were prepared from 3-formyl-2, 2- dimethyl-cyclopropanecarboxylate by addition of CF 3 CCl 2 ZnCl, acetylation, and reductive β-elimination with zinc, whereas the (1R*, 3R*) isomer was derived from Me 2 C= CHCH (OH) CCl 2 CF 3 by diazoacetylatlon. Cu (II) catalyzed intramolecular cyclization, and the zinc reduction.