Facile Syntheses of (±)-Curcuphenol, (±)-Curcudiol, (±)-Curcuhydroquinone, and (±)-Curcuquinone

被引：5

作者：

Du, Zhenting ^{[1
]}

Li, Yong ^{[1
]}

Wang, Yin ^{[1
]}

Ding, Lichun ^{[1
]}

Gao, Jinming ^{[1
]}

机构：

[1] NW A&F Univ, Coll Sci, Yangling, Shaanxi, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2010年 / 40卷 / 13期

关键词：

Bisabolane sesquiterpene; +/--curcudiol; +/--curcuhydroquinone; +/--curcuphenol; +/--curcuquinone; synthesis; ENANTIOSELECTIVE SYNTHESIS; REFORMATSKY REACTION; (+)-CURCUPHENOL; SESQUITERPENES; (S)-(+)-CURCUPHENOL; (-)-CURCUQUINONE; CURCUPHENOL; PHENOLS;

D O I：

10.1080/00397910903174382

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：1920 / 1926

页数：7

共 31 条

[1]

Du ZT, 2004, J CHEM RES, P427

[2] Facile synthesis of (±)-parahigginone methyl ether and (±)-curcuphenol [J].

Du, ZT ;

Li, AP ;

Peng, K ;

Wu, TX ;

Pan, XF .

JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2004, 51 (03) :571-574

[3]

Ehara T, 2007, HETEROCYCLES, V71, P627

[4]

EL SKA, 2002, J NAT PRODUCTS, V65, P1547

[5] Baker's yeast-mediated enantioselective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (+)-xanthorrhizol, (-)-curcuquinone and (+)-curcuhydroquinone [J].

Fuganti, C ;

Serra, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (22) :3758-3764

[6]

Fuganti C, 1998, SYNLETT, P1252

[7]

FURSTNER A, 1989, SYNTHESIS-STUTTGART, P571

[8]

FURSTNER A, 1999, PRACT APPR CHEM SER, P287

[9] (+)-CURCUPHENOL AND DEHYDROCURCUPHENOL, NOVEL SESQUITERPENES WHICH INHIBIT H,K-ATPASE, FROM A MARINE SPONGE EPIPOLASIS SP [J].

FUSETANI, N ;

SUGANO, M ;

MATSUNAGA, S ;

HASHIMOTO, K .

EXPERIENTIA, 1987, 43 (11-12) :1234-1235

[10] Total synthesis of bisabolane sesquiterpenoids, α-bisabol-1-one, curcumene, curcuphenol and elvirol:: utility of catalytic enamine reaction in cyclohexenone synthesis [J].

Hagiwara, H ;

Okabe, T ;

Ono, H ;

Kamat, VP ;

Hoshi, T ;

Suzuki, T ;

Ando, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (07) :895-900

← 1 2 3 4 →