Sc(OTf)3‐catalyzed tandem (3+3)‐annulation/lactonization of cyclopropanes with salicylaldehyde nitrones to access polycyclic 1,2‐oxazines

Author:

Liu Zhiping1ORCID,Pang Jie1,Che Lijie1,Pang Liping1,Gan Chunfang1,Cui Jianguo1,Huang Yanmin1

Affiliation:

1. Guangxi Key Laboratory of Natural Polymer Chemistry and Physics Nanning Normal University Nanning China

Abstract

AbstractA Sc(OTf)3‐catalyzed tandem (3 + 3)‐annulation/lactonization of donor‐acceptor cyclopropane 1,1‐dieters with salicylaldehyde nitrones has been reported, affording a wide range of tetrahydrochromeno[4,3‐c][1,2]oxazin‐5(1H)‐ones in moderate yields with excellent diastereoselectivities. Besides, the gram‐scale reaction has also been explored to demonstrate the utility of this protocol. Moreover, the mechanism was investigated through control experiments, which show the reaction proceeds via a tandem (3 + 3)‐annulation/lactonization reaction.

Publisher

Wiley

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