METHODS FOR INDOLE ALKALOID SYNTHESIS: REACTIONS OF N-ARYLSULFONYLENAMINES WITH ELECTROPHILES. AN EXPEDITIOUS SYNTHESIS OF (+/-)-EBURNAMONINE.

DOI: 10.1016/S0040-4020(01)87386-5

Source and publish data:

Tetrahedron p. 3215 - 3222 (1986)

Update date:2022-08-04

Topics:

Authors:

Magnus, Philip

Pappalardo, Paul

Southwell, Ian

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Article abstract of DOI:10.1016/S0040-4020(01)87386-5

Treatment of 4 with MCPBA gave 9.The pentacyclic amide 3 on exposure to cyanogen chloride gave the cis-chloro-hydrin 20, and the geminal dichloride 21.When 21 was treated with HCl/MeOH it rapidly rearranged to eburnamonine lactam 22.

Full text of DOI:10.1016/S0040-4020(01)87386-5

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