8-Bromo-chamigren

Bromo-a-chamigrene, a compound isolated from marine algae, is... 

Bromo-a-chamigrene, a compound isolated from marine algae, is thought to be biosynthesized from y-bisabolene by the following route ... 

Full details of an earlier synthesis of chamigrene (161) have been published.95 Further work on the components of the red alga Laurencia nipponica Yamada has resulted in the isolation and structural elucidation (by Y-ray analysis) of the diol (162)96 and spironippol (164).97 The biogenesis of the latter compound can be viewed in terms of an intramolecular cyclization of the diol (163) derivable from the naturally occurring epoxide of 10-bromo-a-chamigrene. 

Bromocyelization. Wolinsky and Faulkner have published a synthesis of 10-bromo-a-chamigrene (5), the key step of which involves a bromonium ion initiated cyclization of geranylacetone (1) to the vinyl ether (2). This product was... 

Bromo-a-chamigrene, 36 meffl-Bromochlorobenzene, 33 Bromocyclization, 36 Bromocyclohcxanc, 8... 

Howard, B.M. and Fenical, W. (1976a) 10-Bromo-a-chamigrene. Tetrahedron Lett., 17, 2519—2520. 

Wolinsky, L.E. and Eaulkner, D.J. (1976) A biomimetic approach to the synthesis of Laurencia metabolites. Synthesis of 10-bromo-a-chamigrene. y. Org. Chem., 41, 597-600. 

---