Intramolecular Addition of Aryl Radicals to Vinylogous Urethanes: Studies Toward Preparation of the Oxindole Portion of Gelsemine

DOI: 10.1016/S0040-4039(00)79873-X

Source and publish data:

Tetrahedron Letters p. 4099 - 4102 (1991)

Update date:2022-08-03

Topics:

Authors:

Hart, David J.

Wu, Shung C.

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Article abstract of DOI:10.1016/S0040-4039(00)79873-X

Free radical cyclization of vinylogous urethanes 5 and 12 gave spiro oxindoles 6 and 13 + 14, in 95percent and 84percent yields, respectively.Cyclization of projected gelsemine intermediate 19 resulted in the formation of oxindole 22 via a cyclization, 1,4-hydrogen atom transfer, reduction sequence.

Full text of DOI:10.1016/S0040-4039(00)79873-X

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