A New Synthesis of (−)‐Frontalin, the Bark Beetle Pheromone
作者： Yutaka Nishimura , Kenji Mori
DOI: 10.1002/(SICI)1099-0690(199802)1998:2<233::AID-EJOC233>3.0.CO;2-M
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摘要: (−)-Frontalin [(1S,5R)-1,5-dimethyl-6,8-dioxabicyclo[3.2.1]- octane (1)] was synthesized from ethyl 2-oxocyclopentane-1-carboxylate (2) as the starting material. Baker′s yeast used for asymmetric reduction of 2 to 3. The S configuration at C-1 1 generated by diastereoselective methylation dianion derived 3 give 4. present process furnished about 10 g with enantiomeric purity 89.1% e.e.
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