Novel reductive olefination mediated by Ti(O-i-Pr)4 and Ph3P.: One-pot synthesis of trifluoromethylated trans-allylic alcohols

被引：8

作者：

Shen, YC ^{[1
]}

Zhang, YM ^{[1
]}

Zhou, YF ^{[1
]}

机构：

[1] Acad Sinica, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 20期

关键词：

D O I：

10.1039/a806271d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel reductive olefination mediated by Ti(O-i-Pr)(4) and Ph3P and its application to the 'one-pot' synthesis of perfluoroalkylated trans-allylic alcohols are described.

引用

页码：2195 / 2196

页数：2

共 25 条

[1] PREPARATION OF DISUBSTITUTED EPICHLOROHYDRINS WITH TOTAL DIASTEREOSELECTIVITY - TRANSFORMATION OF ALPHA-BROMOCARBONYL COMPOUNDS INTO ALLYL ALCOHOLS [J].

BARLUENGA, J ;

LLAVONA, L ;

BERNAD, PL ;

CONCELLON, JM .

TETRAHEDRON LETTERS, 1993, 34 (19) :3173-3176

[2] AN APPROACH TO THE D-RING OF BACCATIN-III (TAXOL, CEPHALOMANNINE) [J].

BERKOWITZ, WF ;

AMARASEKARA, AS .

TETRAHEDRON LETTERS, 1985, 26 (31) :3663-3664

[3] Chelated [3,3]-rearrangements of difluoroallylic alcohols. [J].

Broadhurst, MJ ;

Percy, JM ;

Prime, ME .

TETRAHEDRON LETTERS, 1997, 38 (33) :5903-5906

[4]

*BST, 1990, CHEMTECH MAY, P260

[5] AMINOBOROHYDRIDES .2. REGIOSPECIFIC REDUCTIONS OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS WITH LITHIUM PYRROLIDINOBOROHYDRIDE - A FACILE CONVERSION OF ALPHA,BETA-UNSATURATED ALDEHYDES AND KETONES TO THE CORRESPONDING ALLYLIC ALCOHOLS IN HIGH-PURITY [J].

FULLER, JC ;

STANGELAND, EL ;

GORALSKI, CT ;

SINGARAM, B .

TETRAHEDRON LETTERS, 1993, 34 (02) :257-260

[6] Highly efficient and stereoselective access to (Z)-α,β-difluoroallyl alcohols and (Z)-α-fluoro-α,β-unsaturated aldehydes based on the reaction of 2,3,3-trifluoro-1-propenyl p-chlorobenzenesulfonate with Grignard reagents [J].

Funabiki, K ;

Fukushima, Y ;

Inagaki, T ;

Murata, E ;

Matsui, M ;

Shibata, K .

TETRAHEDRON LETTERS, 1998, 39 (14) :1913-1916

[7] PREPARATION OF TRIFLUOROMETHYLATED ALLYLIC ALCOHOLS FROM TRIFLUOROACETALDEHYDE AND ORGANOMETALLIC COMPOUNDS [J].

ISHIKAWA, N ;

KOH, MG ;

KITAZUME, T ;

CHOI, SK .

JOURNAL OF FLUORINE CHEMISTRY, 1984, 24 (04) :419-430

[8] CATALYTIC EFFECT OF NICKEL(II) CHLORIDE AND PALLADIUM(II) ACETATE ON CHROMIUM(II)-MEDIATED COUPLING REACTION OF IODO OLEFINS WITH ALDEHYDES [J].

JIN, H ;

UENISHI, J ;

CHRIST, WJ ;

KISHI, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (18) :5644-5646

[9] A NEW ROUTE TO ALLYLIC ALCOHOLS - APPLICATION TO THE CONSTRUCTION OF BRASSINOLIDE SIDE-CHAIN [J].

KHRIPACH, VA ;

ZHABINSKII, VN ;

ZHERNOSEK, EV .

TETRAHEDRON LETTERS, 1995, 36 (04) :607-608

[10] SYNTHETIC APPROACH TO STEREOISOMERS OF ALLYLIC ALCOHOLS POSSESSING A TRIFLUOROMETHYL GROUP [J].

KITAZUME, T ;

LIN, JT ;

YAMAZAKI, T ;

TAKEDA, M .

JOURNAL OF FLUORINE CHEMISTRY, 1989, 43 (02) :177-187

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