A STEREOSELECTIVE CONCISE SYNTHESIS OF C-2-AMINODIOL AND MESO-AMINODIOL FROM (R)-PHENYLGLYCINOL

被引：14

作者：

SCIALDONE, MA ^{[1
]}

MEYERS, AI ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(00)78336-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxazolidines derived-from (R)-phenylglycinol can undergo diastereoselective vinyl- and aryl addition to give, after oxidative cleavage, meso- and C-2-diethanol amines.

引用

页码：7533 / 7536

页数：4

共 16 条

[1] ENANTIOSELECTIVE SYNTHESIS OF HOMOALLYLIC AMINES - EVIDENCE OF REVERSIBLE ADDITION OF ALLYLZINC BROMIDE TO AROMATIC IMINES DERIVED FROM (S)-VALINE METHYL-ESTER AND (S)-VALINOL [J].

BOCOUM, A ;

SAVOIA, D ;

UMANIRONCHI, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (20) :1542-1544

[2]

BRUSSEE J, 1991, RECL TRAV CHIM PAY B, V110, P25

[3] A SAFE, SIMPLE, ONE-POT PREPARATION OF N-DERIVATIZED BETA-AMINO ALCOHOLS AND OXAZOLIDINONES FROM AMINO-ACIDS [J].

CORREA, A ;

DENIS, JN ;

GREENE, AE .

SYNTHETIC COMMUNICATIONS, 1991, 21 (01) :1-9

[4] STEREOSELECTIVE REDUCTION OF PROCHIRAL KETONES, USING ALUMINUM-HYDRIDE REAGENTS PREPARED FROM LIALH4 AND CHIRAL DIETHANOLAMINES [J].

DEVRIES, EFJ ;

BRUSSEE, J ;

KRUSE, CG ;

VANDERGEN, A .

TETRAHEDRON-ASYMMETRY, 1994, 5 (03) :377-386

[5] SYNTHESIS OF CHIRAL DIAZA-18-CROWN-6 DERIVATIVES FROM OPTICALLY-ACTIVE DIETHANOLAMINES [J].

DEVRIES, EFJ ;

STEENWINKEL, P ;

BRUSSEE, J ;

KRUSE, CG ;

VANDERGEN, A .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (16) :4315-4325

[6] A CHIRAL SAMARIUM-BASED CATALYST FOR THE ASYMMETRIC MEERWEIN-PONNDORF-VERLEY REDUCTION [J].

EVANS, DA ;

NELSON, SG ;

GAGNE, MR ;

MUCI, AR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) :9800-9801

[7] DIASTEREOSELECTIVE ADDITION OF CHIRAL IMINES AND 1,3-OXAZOLIDINES WITH GRIGNARD-REAGENTS - ASYMMETRIC-SYNTHESIS OF (R)-2-ARYL- AND (R,R)-2,5-BIS(ARYL)PYRROLIDINES [J].

HIGASHIYAMA, K ;

INOUE, H ;

TAKAHASHI, H .

TETRAHEDRON, 1994, 50 (04) :1083-1092

[8]

HOSKINS WM, 1977, J CHEM SOC PERK T, V1, P538

[9] REACTIONS OF CARBONYL-COMPOUNDS WITH GRIGNARD-REAGENTS IN THE PRESENCE OF CERIUM CHLORIDE [J].

IMAMOTO, T ;

TAKIYAMA, N ;

NAKAMURA, K ;

HATAJIMA, T ;

KAMIYA, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) :4392-4398

[10] A FACILE SYNTHESIS OF OPTICALLY-ACTIVE C-2-SYMMETRICAL 2,5-DISUBSTITUTED PYRROLIDINES AND OTHER BETA,BETA'-DIHYDROXYAMINES [J].

KOH, K ;

BEN, RN ;

DURST, T .

TETRAHEDRON LETTERS, 1994, 35 (03) :375-378

← 1 2 →