DE NOVO APPROACH TO IZIDINES VIA A GOLD-CATALYZED HYDROAMINATION-N-ACYLIMINIUM ION CYCLIZATION OF ACYCLIC YNAMIDES

Yuji Matsuya,Kenji Sugimoto,Shota Mizuno, Misaki Shirato, Kosuke Tanabe

HETEROCYCLES（2021）

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摘要

A gold(I)-catalyzed novel domino reaction of acyclic ynamides yielding nitrogen-fused bicyclic skeletons was described. The reaction with 10 mol% JohnPhosAuNTf(2) and stoichiometric amount of PhCO2H enables constructions of quinolizidine and indolizidine skeleton having tetrasubstituted carbon center. Especially in the case of quinolizidine synthesis, the quaternary stereogenic center could be furnished under highly diastereoselective manner.

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