This report presents a concise chemoenzymatic synthesis method for several representative prostaglandins, achieved in 5 to 7 steps. A common intermediate, bromohydrin (a radical equivalent of Corey lactone), is chemoenzymatically synthesized in two steps, enabling a five-step synthesis of prostaglandin F<sub>2α</sub> on a 10-gram scale. The synthesis features high enantioselectivity and cost-effective incorporation of lipid chains via bromohydrin formation, nickel-catalyzed cross-couplings, and Wittig reactions. This efficient route has the potential to make prostaglandin-related drugs more affordable.
Publisher
Nature Communications
Published On
Mar 21, 2024
Authors
Yunpeng Yin, Jinxin Wang, Jian Li
Tags
chemoenzymatic synthesis
prostaglandins
enantioselectivity
bromohydrin
cross-couplings
Wittig reactions
drug affordability
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