76192-88-6Relevant academic research and scientific papers
Total Synthesis of the Diterpene Waihoensene
Rosenbaum, Lisa-Catherine,H?fner, Maximilian,Gaich, Tanja
, p. 2939 - 2942 (2020/12/15)
A racemic and scalable enantioselective total synthesis of (+)-waihoensene was accomplished. (+)-Waihoensene belongs to the diterpene natural product family, and it features an angular triquinane substructure motif. Its tetracyclic [6.5.5.5]backbone is al
PROCESS FOR PRODUCING CYCLOHEXENONE LONG-CHAIN ALCOHOLS
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Page 8-9, (2010/02/08)
A process for producing cyclohexenone long-chain alcohol represented by the following formula (1): (wherein A represents a C10-C18 alkylene or alkenylene group, and each of R1, R2, and R3 individually represents hydrogen o
Intramolecular Cyclization of Allyl- and Propargylsilanes. The Regio- and Stereochemical Outcome of the Cyclization
Schinzer, Dieter,Dettmer, Gerlinde,Ruppelt, Martin,Solyom, Sandor,Steffen, Juergen
, p. 3823 - 3828 (2007/10/02)
The syntheses of allyl- and propargylsilanes and their additions to enones and dienones are described.Propargylsilanes of type 1 undergo cyclization to spirodecanes with EtAlCl2 or TiCl4 as the Lewis acid catalyst.Propargylsilanes of type 2 cyclize upon treatment with EtAlCl2 to fused nonanes.Allylsilanes of type 15 undergo regioselective 1,6-additions to dienones to form bicycloundecenones 21, and propargylsilanes of type 14 cyclize regioselectively in 1,4 fashion (bicyclononanones).Allylsilane 16 forms either a bicyclododecenone (with TiCl4) or a 1:1 mixture of the latter compound and a bicyclodecanone (with EtAlCl2).
Total Synthesis of (+/-)-Isocomene and Related Studies
Pirrung, Michael C.
, p. 82 - 87 (2007/10/02)
The total synthesis of the tricyclic sesquiterpene isocomene is described.The key bond forming reaction involves an intramolecular photocyloaddition to give tricyclo1,6>undecanone 6.Two routes are described from 6 to isocomene.The first involves acid-catalyzed rearrangement to tricyclo1,5>undecanone 7, addition of MeLi, and solvolysis, while the second uses a Wittig reaction followed by acid-catalyzed rearrangement.The question of maximum continuous orbital overlap in cyclobutyl carbinyl cation rearrangements is discussed, and certain stereochemical effects are found.
