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10 6 Cyclopentane precursor in total synthesis of prostaglandins Takano et al. 6°) reported on an alternate asymmetric synthesis of the lactone 4. Non-chiral cis-3,5-diacetoxycyclopent-l-ene was regioselectively hydrolyzed by Bacillus subtilis vat. 1 '~£,yield. The chiral monoacetate (2) was chemically transformed to the lactone 4. The lactone 4 possessed the desired absolute configuration with 35 % optical purity. 0] heptane precursor (Fig. 11, 1)61). Regioselective reduction of the racemic 9,15-diketoprostanoic acid (2) with resting cells of Saccharomyces cerevisiae ATCC 4125 gave the reduced (+)-ent-isomer (3) in 30M0 °/ yields62).
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