Approach to the synthesis of nogalarol via the cycloaddition of a carbene-chromium complex with a functionalized alkyne

DOI: 10.1016/S0040-4039(00)94579-9

Source and publish data:

Tetrahedron Letters p. 605 - 608 (1990)

Update date:2022-07-29

Topics:

Authors:

Semmelhack

Jeong, Nakcheol

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Article abstract of DOI:10.1016/S0040-4039(00)94579-9

The alkyne, 4, prepared stereoselectively in 7 steps from acetyl furan, reacts with (methoxy)(phenyl)carbenepentacarbonylchromium(0), 15, to give the model (16) for nogalarol (1b) in 43% yield.

Full text of DOI:10.1016/S0040-4039(00)94579-9

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Product name:Acetic acid (1S,2S,4R,5R,6S)-4-[5-(2,5-dimethoxy-phenyl)-2-methoxy-furan-3-yl]-2-methoxy-4-methyl-3,7-dioxa-bicyclo[4.1.0]hept-5-yl ester

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