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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.
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.