78920-00-0Relevant academic research and scientific papers
A short synthesis of bisabolane sesquiterpenes
Du, Zhen-Ting,Zheng, Shuai,Chen, Gang,Lv, Dong
, p. 8053 - 8061 (2011/11/05)
A facile total synthesis of three members of the bisabolane sesquiterpene family, namely (±)-curcumene, (±)-xanthorrhizol and (±)-curcuhydroquinone had been achieved in high overall yield. The synthesis used bromobenzene derivatives as starting materials.
Synthesis of (±)-heliannuol D based on platinum catalyzed regioselective addition of arylboronic acids to allenes
Osaka, Mayu,Kanematsu, Makoto,Yoshida, Masahiro,Shishido, Kozo
experimental part, p. 1003 - 1012 (2010/10/19)
An alternative total synthesis of (±)-heliannuol D has been achieved in 13 steps and 6.9% overall yield from the arylboronic acid 9. The synthesis applies the previously developed regiocontrolled addition of arylboronic acids to alienes using a platinum catalyst to install the C5 carbon chain on the aryl ring.
Syntheses of (±)-curcuphenol, (±)-curcudiol and (±)-curcuhydroquinone: A Johnson-Claisen rearrangement approach
Du, Zhen-Ting,Yu, Hong-Rui,Xu, Yan,Song, Qi-Liang,Li, An-Pai
, p. 399 - 403 (2011/04/22)
The synthesis of (±)-curcuphenol 1, (±)-curcudiol 2, (±)-curcuhydroquinone 3 and (±)-curcuquinone 4 had been achieved, in which the Johnson-Claisen rearrangement was used as key step.
Synthesis of bisabolane sesquiterpenes: A Johnson-Claisen rearrangement approach
Du, Zhen Ting,Yu, Hong Rui,Xu, Yan,Li, Yong,Li, An Pai
, p. 813 - 815 (2011/11/12)
Several bisabolane sesquiterpenes, (±)-curcumene, (±)-curcuphenol, (±)-curcudiol and (±)-curcuhydroquinone, have been synthesized in racemic form and fully characterized. The salient characteristic of our approach is that a Johnson-Claisen arrangement was
Facile syntheses of (±)-curcuphenol-(±)-curcudiol-±)- curcuhydroquinone, and (±)-curcuquinone
Du, Zhenting,Li, Yong,Wang, Yin,Ding, Lichun,Gao, Jinming
experimental part, p. 1920 - 1926 (2010/09/09)
The syntheses of (±)-curcuphenol 1, (±)-curcudiol 2, (±)-curcuhydroquinone 3, and (±)-curcuquinone 4 have been achieved. The key steps involved in the syntheses were the Reformatsky reaction and hydrogenation reaction. Copyright
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 efficient synthesis of alliodorin and (±)- curcuhydroquinone
Kad, Goverdhan L.,Khurana, Anupam,Singh, Vasundhara,Singh, Jasvinder
, p. 164 - 165 (2007/10/03)
Terpenoids 1 and 2 have been synthesized from readily available starting materials using Li2CuCl4-catalysed coupling of Grignard reagents with alkyl/aryl bromides and microwave-assisted oxidation of allylic methyl groups, using SeOs
