Chin. J. Org. Chem. ›› 1993, Vol. 13 ›› Issue (3): 244-249. Previous Articles     Next Articles

Original Articles

光学活性姜黄烯化合物的立体选择性合成

王智贤;陈钟瑛   

  1. 华东化工学院化学制药研究室
  • 发布日期:1993-06-25

Stereoselective synthesis of optically active curcumenes

WANG ZHIXIAN;CHEN ZHONGYING   

  • Published:1993-06-25

A new and feasible method for synthesizing optically active (R)- and (S)-(+)-a-curcumene (I) via 6-methyl-5-hepten-2-ylmagnesium bromide asym. cross-coupling reaction with p-bromotoluene catalyzed by chiral phosphine-transition metal complexes, in optical yield up to 50% e.e., was described. (R)-(-)-a-Curcumene was converted into (R)-(-)-b-curcumene (II) by Birch reduction (S)-(+)-g-Curcumene (III) was synthesized from p-bromophenylmethyl ether via asym. cross-coupling, Birch reduction etc.

Key words: CATALYST, HEPTENE P, GRIGNARD REAGENT, TRANSITION METAL COMPLEX, BENZENE P, SESQUITERPENE, ESSENCIAL OIL, PHOSPHINE, BROMOHYDROCARBON, CHIRALITY

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