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Publication 85
- Stereoselective total syntheses of (±)-sinularene and of (±)-5-epi-sinularene via intramolecular type-I-“magnesium-ene” reaction
Oppolzer, W.; Strauss, H. F.; Simmons, D. P.
Tetrahedron Lett. 1982, 23, 4673-4676
(±)-Sinularene (1) as well as (±)-5-epi-sinularene (9) were synthesised in a stereocontrolled manner from the norbornene 2 in overall yields of 4% and 8%, respectively. The key step 5 → 6 involves a regio- and stereoselective intramolecular “magnesium-ene” reaction.