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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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Publication details

The article was received on 24 Jul 2018, accepted on 06 Aug 2018 and first published on 06 Aug 2018


Article type: Communication
DOI: 10.1039/C8OB01774C
Citation: Org. Biomol. Chem., 2018,16, 5965-5968
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    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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