Olefinic Nitrone and Nitrile Oxide Cycloadditions. A Short Stereospecific Synthesis of Biotin from Cycloheptene

DOI: 10.1021/ja00526a033

Source and publish data:

Journal of the American Chemical Society p. 1954 - 1960 (1980)

Update date:2022-07-30

Topics:

Authors:

Confalone, Pat N.

Pizzolato, Giacomo

Confalone, Dianne Lollar

Uskokovic Milan R.

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Article abstract of DOI:10.1021/ja00526a033

A novel synthesis of biotine (6) from cycloheptene (4) via the key amino alcohol 5 is described.The synthetic scheme is based upon an intramolecular nitrone-olefin <3 + 2> cycloaddition of the reactive intermediate 13, generated in situ from the aldehyde

Full text of DOI:10.1021/ja00526a033

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