Issue 0, 1984
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

New route for synthesis of furan derivatives from protected α-ketols and ketones. A total synthesis of furoventalene

Hisahiro Hagiwara  and  Hisashi Uda  

Abstract

Reaction of acetonyl tetrahydropyranyl ether (1) with ketones (2a–d) in the presence of lithium di-isopropylamide and zinc chloride produces the cross-aldol condensation products (3a–d), which are transformed into 3-methylfurans (4a–d), by treatment with aqueous toluene-p-sulphonic acid. Similarly, tetrahydrobenzofurans (7a–d) are obtained by using 2-hydroxycyclohexanone trimethylsilyl ether (5). The application of this methodology enabled us to complete a total synthesis of furoventalene (11).

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Article information

DOI
https://doi.org/10.1039/P19840000091
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1984, 91-94

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New route for synthesis of furan derivatives from protected α-ketols and ketones. A total synthesis of furoventalene

H. Hagiwara and H. Uda, J. Chem. Soc., Perkin Trans. 1, 1984, 91 DOI: 10.1039/P19840000091

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