4179-26-4Relevant academic research and scientific papers
Preparation and use of enantioenriched 2-aryl-propylsulfonylbenzene derivatives as valuable building blocks for the enantioselective synthesis of bisabolane sesquiterpenes
Serra, Stefano
, p. 1561 - 1572 (2015/02/05)
We have demonstrated that different enantioenriched 2-arylpropylsufonylbenzene derivatives are very useful building blocks for the synthesis of aromatic bisabolane sesquiterpenes. Their preparation and the exploitation of their chemical reactivity have been comprehensively investigated. Accordingly, the naturally occurring bisabolane sesquiterpenes (-)-curcuphenol, (-)-xanthorrhizol, (+)-glandulone A, (+)-curcudiol, (+)-turmerone and (+)-curcudiol-10-one were synthesized in high enantiomeric purity. It is worth noting that the compounds (+)-curcudiol-10-one and (+)-glandulone A were prepared in enantioenriched form for the first time. Through the proposed synthetic approaches, we were able to confirm both chemical structures and the absolute configurations previously assigned to the two aforementioned sesquiterpenes.
An aldol approach to the synthesis of the anti-tubercular agent erogorgiaene
Yadav,Basak,Srihari
, p. 2841 - 2843 (2007/10/03)
A total synthesis of erogorgiaene is described in 16 steps. The synthesis relies upon a highly diastereoselective intramolecular Friedel-Crafts reaction of an oxetane derived via an asymmetric syn aldol coupling.
Enantiodivergent Route to the Aromatic Bisabolane Sesquiterpenes by Regio- and Stereo-controlled Epoxide Opening
Takano, Seiichi,Yanase, Masashi,Sugihara, Takumichi,Ogasawara, Kunio
, p. 1538 - 1540 (2007/10/02)
An enantiodivergent route to aromatic bisabolane sesquiterpenes from a single chiral precursor has been established by employing regio- and stereo-controlled epoxide opening as the key step.
