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6-Endo-trig radical cyclisations: Synthetic approaches to the A–B ring of (±)-forskolin
- Source :
- Tetrahedron Letters. 36:7247-7250
- Publication Year :
- 1995
- Publisher :
- Elsevier BV, 1995.
-
Abstract
- 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 Bu 3 SnH 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.
Details
- ISSN :
- 00404039
- Volume :
- 36
- Database :
- OpenAIRE
- Journal :
- Tetrahedron Letters
- Accession number :
- edsair.doi...........089d9cbe16e7d31f9eac7c06ac14f7bc