1-MESITYL-2,2,2-TRIFLUOROETHANOL, AN OUTSTANDING NEW CHIRAL CONTROLLER FOR CATALYZED DIELS-ALDER REACTIONS

被引：16

作者：

COREY, EJ

CHENG, XM

CIMPRICH, KA

机构：

[1] Department of Chemistry, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 47期

关键词：

D O I：

10.1016/0040-4039(91)80420-B

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The R2AlCl-catalyzed Diels-Alder reactions of cyclopentadiene with the (R)-1-mesityl-2,2,2-trifluoroethyl esters of acrylic and fumaric acid proceed with > 97:3 diastereoselectivity.

引用

页码：6839 / 6842

页数：4

共 11 条

[1] THE LOGIC OF CHEMICAL SYNTHESIS - MULTISTEP SYNTHESIS OF COMPLEX CARBOGENIC MOLECULES [J].

COREY, EJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (05) :455-465

[2] 1-MESITYL-2,2,2-TRIFLUOROETHANOL, AN OUTSTANDING NEW CHIRAL CONTROLLER FOR CATALYZED DIELS-ALDER REACTIONS [J].

COREY, EJ ;

CHENG, XM ;

CIMPRICH, KA .

TETRAHEDRON LETTERS, 1991, 32 (47) :6839-6842

[3] PREPARATION OF AN OPTICALLY-ACTIVE PROSTAGLANDIN INTERMEDIATE VIA ASYMMETRIC INDUCTION [J].

COREY, EJ ;

ENSLEY, HE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (23) :6908-6909

[4] ASYMMETRIC DIELS-ALDER REACTION - COOPERATIVE BLOCKING EFFECT IN ORGANIC-SYNTHESIS [J].

FURUTA, K ;

IWANAGA, K ;

YAMAMOTO, H .

TETRAHEDRON LETTERS, 1986, 27 (37) :4507-4510

[5] HIGH STEREOSELECTIVITY IN LEWIS-ACID-CATALYZED AND UNCATALYZED DIELS-ALDER REACTIONS OF THE FUMARATE OF (S)-ETHYL LACTATE [J].

HARTMANN, H ;

HADY, AFA ;

SARTOR, K ;

WEETMAN, J ;

HELMCHEN, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (11) :1143-1145

[6] CHIRAL SYNTHESIS OF ASYMMETRICALLY TETRA-C-SUBSTITUTED CYCLOPENTANE DERIVATIVES BY DIELS-ALDER ADDITION OF CYCLOPENTADIENE TO UNSATURATED ACYCLIC-SUGAR DERIVATIVES [J].

HORTON, D ;

MACHINAMI, T ;

TAKAGI, Y .

CARBOHYDRATE RESEARCH, 1983, 121 (SEP) :135-161

[7] 2-NORBORNANEDIAZONIUM IONS REVISITED [J].

KIRMSE, W ;

SIEGFRIED, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (04) :950-956

[8]

SCMIERER R, 1981, ANGEW CHEM INT EDIT, V20, P207

[9] IMPROVED METHOD FOR THE PREPARATION OF ENANTIOMERICALLY PURE SULFINATE ESTERS [J].

WHITESELL, JK ;

WONG, MS .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (14) :4552-4554

[10]

WHITESELL JK, 1986, CHIMIA, V40, P318

← 1 2 →