Journal ArticleDOI
A Formal Synthesis of (±)-Cephalotaxine via Pauson–Khand Reaction
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TLDR
In this paper, an intermolecular Pauson-khand reaction was used to construct the cyclopentenone ring efficiently with high regioselectivity.Abstract:
A concise route toward the formal synthesis of (±)-cephalotaxine has been developed. An intermolecular Pauson–Khand reaction was adopted to construct the cyclopentenone ring efficiently with high regioselectivity.read more
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Journal ArticleDOI
Formal Total Synthesis of (±)-Cephalotaxine and Congeners via Aryne Insertion Reaction
TL;DR: The formal total synthesis of pentacyclic core alkaloid, (±)-cephalotaxine is achieved in nine steps from known 2-allylpyrrolidine-2-carboxaldehyde using aryne insertion reaction as a key step in 10% overall yield.
Journal ArticleDOI
Making natural products from renewable feedstocks: back to the roots?
TL;DR: This review highlights the utilization of biomass-derived building blocks in the total synthesis of natural products and the emerging trend of turning away from petrochemically derived starting materials back to bio-based resources just as seen in the early days of total synthesis.
Journal ArticleDOI
Stereoselectivity in N-Iminium Ion Cyclization: Development of an Efficient Synthesis of (±)-Cephalotaxine.
TL;DR: A stereoselective N-iminium ion cyclization with allylsilane to construct vicinal quaternary-tertiary carbon centers to furnish the spiro-ring system is developed for the concise synthesis of (±)-cephalotaxine.
Journal ArticleDOI
Asymmetric Formal Synthesis of (−)-Cephalotaxine via Palladium-Catalyzed Enantioselective Tsuji Allylation
Zhi-Wei Zhang,Cui-Cui Wang,Hong Xue,Dong Yu,Yang Jianhua,Shouxin Liu,Wen-Qing Liu,Wei-Dong Z. Li +7 more
TL;DR: Asymmetric synthesis of the pentacyclic alkaloid (-)-cephalotaxine was accomplished via palladium-catalyzed enantioselective Tsuji allylation for construction of the aza-containing tetrasubstituted stereogenic center.
Journal ArticleDOI
Au-Catalyzed [2 + 3] Annulation of Enamides with Propargyl Esters: Total Synthesis of Cephalotaxine and Cephalezomine H.
Xiao-Yan Ma,Xian-Tao An,Xian-He Zhao,Ji-Yuan Du,Ji-Yuan Du,Yu-Hua Deng,Xiang-Zhi Zhang,Chun-An Fan +7 more
TL;DR: A novel Au-catalyzed [2 + 3] annulation reaction of enamides with propargyl esters has been developed, providing a new method for expeditious assembly of synthetically useful functionalized 1-azaspiro[4.4]nonane building blocks.
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