23479-73-4Relevant academic research and scientific papers
Radical induced fragmentation in a benzoxocane ring system: Application to the synthesis of elvirol and a formal synthesis of 7,8-dihydroxycalamenene
Roy, Amalesh,Tuhina, Kazi,Biswas, Bidyut,Venkateswaran, Ramanathapuram V.
, p. 6575 - 6580 (2012/08/29)
A novel radical induced fragmentation in a benzoxocane ring system has been employed for a synthesis of elvirol 8 and an advanced intermediate in the synthesis of 7,8-dihydroxycalamenene 20. The coumarins 9, 22 were taken through a sequence of reactions t
Synthesis of Aromatic Bisabolene Natural Products via Palladium-Catalyzed Cross-Couplings of Organozine Reagents
Vyvyan, James R.,Loitz, Celeste,Looper, Ryan E.,Mattingly, Cheryl S.,Peterson, Emily A.,Staben, Steven T.
, p. 2461 - 2468 (2007/10/03)
Aromatic bisabolene derivatives were prepared by two methods involving cross-coupling of organozinc reagents. The first synthesis of (±)-glandulone A (10), as well as syntheses of (± )-curcuhydroquinone (8) and (±)-curcuquinone (9), were accomplished via coupling of a secondary alkyl zinc reagent (1,5-dimethyl-4-hexenylzinc halide, 18) to protected bromohydroquinones using Pd(dppf)Cl2 as catalyst. Coupling of arylzinc halides with alkenyl triflate 16 using Pd(PPh 3)4 catalyst provided a number of bisabolene derivatives and led to syntheses of dehydro-α-curcumene (2), (±)-curcuphenol (3), and (±)-elvirol (13). A high-yield synthesis of the (±)-heliannuol D precursor 29 is also reported using this method.
Microwave assisted facile synthesis of Elvirol, Curcuphenol and Sesquichamaenol using Montmorillonite K-10 clay in dry media
Singh, Vasundhara,Khurana, Anupam,Kaur, Irvinder,Sapehiyia, Varinder,Kad, Goverdhan L.,Singh, Jasvinder
, p. 1766 - 1768 (2007/10/03)
Short, simple and convergent syntheses of the title compounds have been accomplished with good overall yields using a Montmorillonite K-10 clay catalyzed Friedel-Crafts alkylation reaction in 'dry media' as the key step.
