School of Chemistry and Environmental Sciences, Shangrao Normal University, Shangrao, 334001, P. R. China.
School of Chemistry and Food Science, Nanchang Normal University, Nanchang, 330032, P. R. China.
Chem Biodivers. 2022 Sep;19(9):e202200410. doi: 10.1002/cbdv.202200410. Epub 2022 Aug 8.
γ-Lycorane, a degradation product of the Aromaticaceae alkaloid lycorine, is one of the most attractive molecules in the Aromaticaceae family. It remains a popular target for synthesis due to its pentacyclic structure, which presents a vehicle for demonstrating the utility of new synthetic strategies. Various synthetic methods have been developed by synthetic chemists since the first synthesis of γ-lycorane by Nasuo in 1966. Thus, this review presents an overview of the literature on the ways utilized within the synthesis of γ-lycorane in racemic and enantiopure forms via electrophilic arylation, Pd-catalyzed C-C coupling, Bischler-Napieralski cyclization, Pictet-Spengler cyclization, photocyclization, radical cyclization, chiral pool synthesis, chiral auxiliary-mediated synthesis, and catalytic asymmetric synthesis, ranging from 1966 to 2022.
γ-石蒜碱是石蒜科生物碱石蒜碱的降解产物之一，是石蒜科中最具吸引力的分子之一。由于其具有五环结构，为展示新合成策略的实用性提供了载体，因此它仍然是合成的热门目标。自 1966 年 Nasuo 首次合成 γ-石蒜碱以来，合成化学家已经开发了各种合成方法。因此，本综述概述了 1966 年至 2022 年间通过亲电芳基化、Pd 催化 C-C 偶联、Bischler-Napieralski 环化、Pictet-Spengler 环化、光环化、自由基环化、手性池合成、手性辅助介导的合成和催化不对称合成等方法在消旋体和对映纯体 γ-石蒜碱合成中应用的文献。
