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Updated: Feb 28, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Asymmetric Syntheses of Amaryllidaceae Alkaloids (-)-Crinane and (+)-4a-Dehydroxycrinamabine
Ya-Ru Gao1, Da-Yu Wang1, Yong-Qiang Wang1
1Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University , Xi'an 710069, P. R. China.
Abstract:
A palladium-catalyzed asymmetric allyl-allyl cross-coupling reaction to construct the chiral quaternary carbon center of crinane alkaloids has been developed. On the basis of an efficient approach, the enantioselective synthesis of (-)-crinane (1) is presented, and the first asymmetric total synthesis of (+)-4a-dehydroxycrinamabine (2) was achieved by subsequent oxidation, 1,4-conjugate addition, RCM reaction, reductive amination, and Pictet-Spengler reaction. The method provided an alternative strategy for the syntheses of crinane alkaloids and other Amaryllidaceae natural products.
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