Applications of vinylogous Mannich reactions. Asymmetric synthesis of the heteroyohimboid alkaloids (-)-ajmalicine, (+)-19-epi-ajmalicine, and (-)-tetrahydroalstonine

DOI: 10.1021/jo00115a044

Source and publish data:

Journal of Organic Chemistry p. 3236 - 3242 (1995)

Update date:2022-07-30

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Authors:

Martin Martin

Clark Clark

Corbett Corbett

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Article abstract of DOI:10.1021/jo00115a044

The vinylogous Mannich additions of 1-[(trialkylsilyl)oxy]butadienes to the acyl iminium salt derived from 7 proceeded with a modest degree of stereoselectivity to give a mixture (1.8:1) of 8 and 9. The triene 8 underwent an intramolecular hetero Diels-Al

Full text of DOI:10.1021/jo00115a044

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