Chem. J. Chinese Universities ›› 2000, Vol. 21 ›› Issue (8): 1237.

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Highly Stereoselective Synthesis of (E,E)- 3,7-Dimethyl-2,6- decadiene-1,10-diol

LIU Zuo-Sheng1, LAN Jiong1, PENG Li-Zeng1, LI Yu-Lin1, XING Ya-Cheng2, CEN Wen2   

  • Received:1999-10-07 Online:2000-08-24 Published:2000-08-24

Abstract: (E,E)-3,7-Dimethyl-2,6-decadiene-1,10-diol(3), a terpenoid diol component of pheromonal secretion of the male queen butterfly, was synthesized stereoselectively from geraniol in seven steps. The key steps were the iodization-rearrangement of 2,3-epoxy alcohol 6 and Claisen rearrangement of allyl vinyl ether 8.

Key words: 2,3-Epoxy alcohol, Iodization-rearrangement, Claisen rearrangement, Synthesis

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