Efficient synthesis of the natural enantiomer of sporogen-AO 1 (13-desoxyphomenone) A sporogenic sesquiterpene from aspergillus oryzae

Add time:08/10/2019    Source:sciencedirect.com

An efficient total synthesis of (+)-sporogen-AO 1 (13-desoxyphomenone) 1 was achieved in 20 steps from ethyl (1R,2S)-5,5-ethylenedioxy-2-hydroxycyclohexane-carboxylate 3 in 8.3% overall yield. The optically active 3 with 98.4% e.e. was easily obtained in 74% yield by the reduction of the corresponding keto ester 4 with baker's yeast.

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