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Catalyst-free construction of spiro [benzoquinolizidine-chromanones] via a tandem condensation/1,5-hydride transfer/cyclization process

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Abstract

A catalyst-free tandem 1,5-hydride shift/cyclization process to form spiro [benzoquinolizidine-chromanones] is developed, which features high atom- and step-economy, high levels of stereocontrol, mild conditions, and a simple workup process. A series of new polycyclic spiro [benzoquinolizidine-chromanones] were obtained in high yields with excellent diastereoselectivities (up to 91% yield, >20 : 1 dr).

Graphical abstract: Catalyst-free construction of spiro [benzoquinolizidine-chromanones] via a tandem condensation/1,5-hydride transfer/cyclization process

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Article information


Submitted
12 Sep 2020
Accepted
14 Oct 2020
First published
14 Oct 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Communication

Catalyst-free construction of spiro [benzoquinolizidine-chromanones] via a tandem condensation/1,5-hydride transfer/cyclization process

S. Liu, H. Wang and B. Wang, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/D0OB01887B

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