6-Endo-trig radical cyclisations: Synthetic approaches to the A–B ring of (±)-forskolin

Autor: Anies, Claude, Billot, Laurent, Lallemand, Jean-Yves, Pancrazi, Ange
Zdroj: Tetrahedron Letters; October 1995, Vol. 36 Issue: 40 p7247-7250, 4p
Abstrakt: In a synthetic approach to forskolin 1, a 6-endo-trig radical cyclisation was performed on propargylic derivative 12 to furnish in 60% yield compound 17 which contains the A-B ring system of forskolin. In the same way yn-one 14 submitted to Bu3SnH gave the expected cyclised product 19 in 55% yield. A particular 5-exo-dig cyclisation took place, leading to compound 18 in 10% yield, when silylated propargylic alcohol 13 was treated under the same conditions.
Databáze: Supplemental Index