SYNTHESIS OF (2R,3S,4R)-3,4-DIHYDROXYPROLINE FROM D-RIBONOLACTONE - AN APPROACH TO THE SYNTHESIS OF POLYFUNCTIONALIZED D-AMINO ACIDS FROM SUGAR LACTONES - X-RAY MOLECULAR-STRUCTURES OF 2-AZIDO-3,4-O-(R)-BENZYLIDENE-2-DEOXY-D-RIBONO-1,5-LACTONE, 2-AZIDO-2-DEOXY-D-RIBONO-1,4-LACTONE, AND (2R,3S,3R)-3,4-DIHYDROXYPROLINET

被引：45

作者：

BAIRD, PD

DHO, JC

FLEET, GWJ

PEACH, JM

PROUT, K

SMITH, PW

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,S PARKS RD,OXFORD OX1 3QY,ENGLAND

[2] OXFORD UNIV,CHEM CRYSTALLOG LAB,OXFORD OX1 3PD,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1987年 / 08期

关键词：

D O I：

10.1039/p19870001785

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：1785 / 1791

页数：7

共 33 条

[1]

[Anonymous], 1974, INT TABLES XRAY CRYS, VIV

[2] BENZYLIDENE ACETALS OF THE D-RIBONOLACTONES - A STRUCTURAL REASSESSMENT [J].

BAGGETT, N ;

BUCHANAN, JG ;

FATAH, MY ;

LACHUT, CH ;

MCCULLOUGH, KJ ;

WEBBER, JM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (24) :1826-1827

[3] A CONCISE SYNTHESIS OF (+/)-TERT-BUTYL 8-ORTHO-TERT-BUTYLDIMETHYLSILYLNONACTATE [J].

BARRETT, AGM ;

SHETH, HG .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (03) :170-172

[4] SYNTHESIS OF 2S,4S,5S-DIHYDROXYPIPECOLIC ACID AND BULGECININE [2S,4S,5R-4-HYDROXY-5-(HYDROXYMETHYL)PROLINE] FROM D-GLUCURONOLACTONE - A STRATEGY FOR THE SYNTHESIS OF 2S,4S-4-HYDROXY-ALPHA-AMINO ACIDS [J].

BASHYAL, BP ;

CHOW, HF ;

FLEET, GWJ .

TETRAHEDRON, 1987, 43 (02) :423-430

[5] ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2S,4S,5S-DIHYDROXYPIPECOLIC ACID, AND BULGECININE FROM DEUTERIUM-GLUCURONOLACTONE [J].

BASHYAL, BP ;

CHOW, HF ;

FLEET, GWJ .

TETRAHEDRON LETTERS, 1986, 27 (27) :3205-3208

[6] THE SYNTHESIS OF POLYHYDROXYLATED AMINO-ACIDS FROM GLUCURONOLACTONE - ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID AND 2R,3R,4R-DIHYDROXYPROLINE [J].

BASHYAL, BP ;

CHOW, HF ;

FELLOWS, LE ;

FLEET, GWJ .

TETRAHEDRON, 1987, 43 (02) :415-422

[7] SYNTHESIS OF 2S-CARBOXY-3R,4R,5S-TRIHYDROXYPIPERIDINE - A NATURALLY-OCCURRING INHIBITOR OF BETA-D-GLUCURONIDASE [J].

BERNOTAS, RC ;

GANEM, B .

TETRAHEDRON LETTERS, 1985, 26 (41) :4981-4982

[8] REACTION OF ALDONIC ACIDS WITH HYDROGEN BROMIDE .3. THE PREPARATION OF SOME BROMODEOXY-PENTONOLACTONES AND DIBROMODIDEOXY-PENTONOLACTONES [J].

BOCK, K ;

LUNDT, I ;

PEDERSEN, C .

CARBOHYDRATE RESEARCH, 1981, 90 (01) :17-26

[9] REACTIONS OF AN ELECTROPHILIC GLYCINE CATION EQUIVALENT WITH GRIGNARD-REAGENTS - A SIMPLE SYNTHESIS OF BETA,GAMMA-UNSATURATED AMINO-ACIDS [J].

CASTELHANO, AL ;

HORNE, S ;

BILLEDEAU, R ;

KRANTZ, A .

TETRAHEDRON LETTERS, 1986, 27 (22) :2435-2438

[10]

CAUK R, 1980, TETRAHEDRON LETT, V21, P2135

← 1 2 3 4 →