Highly Stereoselective Total Synthesis of β-Ribofuranosylmalonate

DOI: 10.1021/jo00258a013

Source and publish data:

Journal of Organic Chemistry p. 5464 - 5470 (1988)

Update date:2022-08-02

Topics:

Authors:

Katagiri, Nobuya

Akatsuka, Hidenori

Haneda, Toru

Kaneko, Chikara

Sera, Akira

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Article abstract of DOI:10.1021/jo00258a013

β-Ribofuranosylmalonates, prospective synthons for a variety of C-nucleosides, have been synthesized stereoselectively through the high-pressure Diels-Alder reaction of furan with dialkyl (acetoxymethylene)malonate, followed by reductive retrograde aldol C-C bond fission of the diol derived from the adduct.

Full text of DOI:10.1021/jo00258a013

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