Raji Reddy Chada, Latha Bellamkonda, Warudikar Kamalkishor, Singarapu Kiran Kumar
Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad, India 500 007.
Org Biomol Chem. 2016 Jan 7;14(1):251-8. doi: 10.1039/c5ob02085a. Epub 2015 Nov 13.
The first asymmetric total synthesis of a new natural piperidine alkaloid, microcosamine A, has been accomplished from d-serine and d-methyl lactate as chiral pool starting materials. Key features of the strategy include the utility of Horner-Wadsworth-Emmons reaction, Luche reduction, intramolecular carbamate N-alkylation to form the piperidine framework and Julia-Kocienski olefination to install the triene side-chain.
以d-丝氨酸和d-乳酸甲酯作为手性源起始原料，首次完成了新型天然哌啶生物碱小驳骨胺A的不对称全合成。该合成策略的关键特征包括霍纳尔－沃兹沃思－埃蒙斯反应、吕歇还原反应、分子内氨基甲酸酯N-烷基化以形成哌啶骨架以及朱利亚－科琴斯基烯烃化反应来引入三烯侧链。
