Asperidine B: Total synthesis and structure correction

TETRAHEDRON LETTERS

卷:61

Article

Waddell, Lachlan J. N.¹  Watts, Olivia F. B.¹  Saetang, Praphatsorn^2,3  Rukachaisirikul, Vatcharin^2,3  Bates, Roderick W.¹ 

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

[2] Prince Songkla Univ, Fac Sci, Dept Chem, Hat Yai 90112, Songkhla, Thailand

[3] Prince Songkla Univ, Fac Sci, Ctr Excellence Innovat Chem, Hat Yai 90112, Songkhla, Thailand

关键词: Piperidine;    Pyrrolidine;    Hydroformylation;    Benzylation;    Synthesis;   

DOI  :  10.1016/j.tetlet.2020.152078

来源: Elsevier

【 摘 要 】

A synthesis of the proposed structure of asperidine B is reported, involving a tandem hydroformylation-condensation reaction, a diastereoselective dihydroxylation and the addition of an organozinc reagent to an iminium ion. As the spectroscopic data for the synthetic material is not in agreement with that of the natural product, the structure of asperidine B is reassigned as (+)-preussin. (C) 2020 Elsevier Ltd. All rights reserved.

【 授权许可】

Free