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Issue 33, 2018
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2-Picoline catalyst-triggered [2 + 2 + 2] cycloaddition-type reaction of acetylenedicarboxylates, aldehydes and alkenes

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Abstract

2-Picoline efficiently catalyzes the formation of α,β-enones from acetylenedicarboxylates and aldehydes in the presence of alkenes, thereby leading to pyrans in moderate to good yields with complete regioselectivities. This synthetic method of pyrans is represented as a first example of catalytic and direct [2 + 2 + 2] cycloaddition of three different components under the metal-free conditions.

Graphical abstract: 2-Picoline catalyst-triggered [2 + 2 + 2] cycloaddition-type reaction of acetylenedicarboxylates, aldehydes and alkenes

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Article information


Submitted
24 Jul 2018
Accepted
06 Aug 2018
First published
06 Aug 2018

Org. Biomol. Chem., 2018,16, 5965-5968
Article type
Communication

2-Picoline catalyst-triggered [2 + 2 + 2] cycloaddition-type reaction of acetylenedicarboxylates, aldehydes and alkenes

K. Tateishi, K. Noguchi and A. Saito, Org. Biomol. Chem., 2018, 16, 5965
DOI: 10.1039/C8OB01774C

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