96850-54-3Relevant academic research and scientific papers
Preparation and thermal rearrangement of 2-(tert-butyldimethylsiloxy)-5-methyl-6-exo--4-exo-vinylbicyclohex-2-ene. A total synthesis of (+/-)-sinularene
Piers, Edward,Jung, Grace L.
, p. 1668 - 1675 (2007/10/02)
A total synthesis of the marine sesquiterpenoid (+/-)-sinularene (1) is described.The alcohol 19 was converted via an 8-step sequence into the bicyclic enone 28.Conjugate addition of lithium divinylcuprate to the latter substance afforded mainly the keton
Thermal rearrangement of functionalized 6-exo-(1-alkenyl)bicyclohex-2-enes. A total synthesis of (+/-)-sinularene
Piers, Edward,Jung, Grace L.
, p. 996 - 998 (2007/10/02)
A total synthesis of the racemic form of the marine sesquiterpenoid (-)-sinularene (1) is described.The key step of the synthesis involved the stereoselective thermal rearrangement of the highly functionalized bicyclohexene 12 to provide, in 86percent yield, the substituted bicyclooctadiene 13.Conversion of the latter substance into (+/-)-sinularene (1) was accomplished via an efficient 4-step sequence.
