Punch Kathryn A, Piggott Matthew J
School of Chemistry and Biochemistry, The University of Western Australia, Perth, WA, Australia.
Org Biomol Chem. 2014 May 7;12(17):2801-10. doi: 10.1039/c4ob00331d.
The first total synthesis of monosporascone is presented. The five-step synthesis developed includes a silver acetylide-acid chloride coupling, domino Diels-Alder-retro-Diels-Alder reaction, and an intramolecular Friedel-Crafts acylation, and provides the natural product in 57% yield overall. Selective reduction of monosporascone also afforded the related metabolite dihydromonosporascone.
首次报道了单孢菌素的全合成。所开发的五步合成法包括乙炔银-酰氯偶联、多米诺狄尔斯-阿尔德-逆狄尔斯-阿尔德反应以及分子内傅克酰基化反应，总产率为57%得到天然产物。单孢菌素的选择性还原还得到了相关代谢产物二氢单孢菌素。
