N-(TERT-BUTOXYCARBONYL)-2-(TERT-BUTYLDIMETHYLSILOXY)PYRROLE - A PROMISING COMPOUND FOR SYNTHESIS OF CHIRAL NONRACEMIC HYDROXYLATED PYRROLIDINE DERIVATIVES

被引：78

作者：

CASIRAGHI, G ^{[1
]}

RASSU, G ^{[1
]}

SPANU, P ^{[1
]}

PINNA, L ^{[1
]}

机构：

[1] CNR,IST APPLICAZ TECN CHIM AVANZATE PROBLEMI AGROBIOL,I-07100 SASSARI,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 14期

关键词：

D O I：

10.1021/jo00040a006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-t-Boc-2-(tert-butyldimethylsiloxy)pyrrole has been synthesized from pyrrole and used to prepare enantiomerically pure pyrrolinones 5, 6, 15, and 16 and polyhydroxylated pyrrolidinones of type 11 and 12.

引用

页码：3760 / 3763

页数：4

共 52 条

[1] SYNTHESIS OF (+)-1,5-DIDEOXY-1,5-IMINO-D-GALACTITOL, A POTENT ALPHA-D-GALACTOSIDASE INHIBITOR [J].

BERNOTAS, RC ;

PEZZONE, MA ;

GANEM, B .

CARBOHYDRATE RESEARCH, 1987, 167 :305-311

[2] ON PYRROLE OXIDATION WITH HYDROGEN PEROXIDE [J].

BOCCHI, V ;

CHIERICI, L ;

GARDINI, GP ;

MONDELLI, R .

TETRAHEDRON, 1970, 26 (17) :4073-&

[3] POTENTIAL GLYCOSIDASE INHIBITORS - SYNTHESIS OF 1,4-DIDEOXY-1,4-IMINO DERIVATIVES OF D-GLUCITOL, D-XYLITOL AND L-XYLITOL, D-ALLITOL AND L-ALLITOL, D-TALITOL AND L-TALITOL, AND D-GULITOL [J].

BUCHANAN, JG ;

LUMBARD, KW ;

STURGEON, RJ ;

THOMPSON, DK ;

WIGHTMAN, RH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (03) :699-706

[4] A NEW APPROACH TO SWAINSONINE AND CASTANOSPERMINE ANALOGS [J].

BURGESS, K ;

HENDERSON, I .

TETRAHEDRON LETTERS, 1990, 31 (48) :6949-6952

[5] A ROUTE TO SEVERAL STEREOISOMERS OF CASTANOSPERMINE [J].

BURGESS, K ;

CHAPLIN, DA ;

HENDERSON, I ;

PAN, YT ;

ELBEIN, AD .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (04) :1103-1109

[6] ASCENT OF THE ALDOSE SERIES BY 4 CARBON-ATOMS - TOTAL SYNTHESIS OF D-GLYCERO-D-TALO-L-TALO-UNDECOSE PENTAACETONIDE [J].

CASIRAGHI, G ;

COLOMBO, L ;

RASSU, G ;

SPANU, P .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (06) :2135-2139

[7] THE 4-CARBON ELONGATION OF ALDEHYDO SUGARS USING 2-(TRIMETHYLSILOXY)-FURAN - A BUTENOLIDE ROUTE TO HIGHER MONOSACCHARIDES [J].

CASIRAGHI, G ;

COLOMBO, L ;

RASSU, G ;

SPANU, P .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) :2565-2567

[8]

CASIRAGHI G, 1991, J ORG CHEM, V56, P6522

[9] DEOXYRIBOSE-5-PHOSPHATE ALDOLASE AS A CATALYST IN ASYMMETRIC ALDOL CONDENSATION [J].

CHEN, LR ;

DUMAS, DP ;

WONG, CH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (02) :741-748

[10] ALEXINES FROM HEPTONOLACTONES [J].

CHOI, S ;

BRUCE, I ;

FAIRBANKS, AJ ;

FLEET, GWJ ;

JONES, AH ;

NASH, RJ ;

FELLOWS, LE .

TETRAHEDRON LETTERS, 1991, 32 (40) :5517-5520

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