Synthesis of the Civet Constituent cis-(6-Methyltetrahydropyran-2-yl)acetic Acid

DOI: 10.1021/jo00172a007

Source and publish data:

Journal of Organic Chemistry p. 4479 - 4481 (1983)

Update date:2022-08-16

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Authors:

Bates, Hans Aaron

Deng, Ping-Nan

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Article abstract of DOI:10.1021/jo00172a007

Synthesis of the civet constituent cis-(6-methyltetrahydropyran-2-yl)acetic acid (6b) is described.In the key step, trans-2-chloro-6-methyltetrahydropyran (3) reacted with dimethyl sodiomalonate with inversion to afford cis-dimethyl(6-methyltetrahydropyran-2-yl)malonate (4a).Hydrolysis and decarboxylation of 4a provided 6b.

Full text of DOI:10.1021/jo00172a007

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