ALDOL EQUILIBRATIONS OF UNPROTECTED TRIHYDROXYBICYCLIC LACTONES - ENANTIOMERIC TETRAHYDROXY-ALPHA-AMINOCYCLOPENTANE CARBOXYLIC-ACIDS FROM EPIMERIC BICYCLIC LACTONES

被引：14

作者：

HUI, A

FAIRBANKS, AJ

NASH, RJ

LILLEY, PMD

STORER, R

WATKIN, DJ

FLEET, GWJ

机构：

[1] OXFORD CTR MOLEC SCI,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

[2] AFRC,INST GRASSLAND & ENVIRONM RES,ABERYSTWYTH SY23 3EB,DYFED,WALES

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

[4] GLAXO,RES & DEV,GREENFORD UB6 0HE,MIDDX,ENGLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)78528-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Six stereoisomers - including an enantiomeric pair - of 1-amino-2,3,4,5-tetrahydroxy-cyclopentane-1-carboxylate have been prepared from a single azidolactone starting material by a series of remarkable aldol equilibrations.

引用

页码：8895 / 8898

页数：4

共 5 条

[1] RULES FOR RING-CLOSURE - APPLICATION TO INTRAMOLECULAR ALDOL CONDENSATIONS IN POLYKETONIC SUBSTRATES
BALDWIN, JE
LUSCH, MJ
[J]. TETRAHEDRON, 1982, 38 (19) : 2939 - 2947
[2] RULES FOR RING-CLOSURE
BALDWIN, JE
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) : 734 - 736
[3] POLYHYDROXYLATED CYCLOHEXANE AND CYCLOPENTANE ALPHA-AMINO-ACIDS FROM CYCLIZATIONS OF AN AZIDOLACTONE
FAIRBANKS, AJ
HUI, A
SKEAD, BM
LILLEY, PMD
LAMONT, RB
STORER, R
SAUNDERS, J
WATKIN, DJ
FLEET, GWJ
[J]. TETRAHEDRON LETTERS, 1994, 35 (47) : 8891 - 8894
[4] FERRIER RJ, 1984, J CHEM SOC PERK T 1, P1689
[5] THE CONVERSION OF CARBOHYDRATE-DERIVATIVES INTO FUNCTIONALIZED CYCLOHEXANES AND CYCLOPENTANES
FERRIER, RJ
MIDDLETON, S
[J]. CHEMICAL REVIEWS, 1993, 93 (08) : 2779 - 2831

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