REACTION OF PYRANOID AND FURANOID ALDONOLACTONES WITH CHLOROMETHYLTRIMETHYLSILANE-DERIVED REAGENTS

被引：10

作者：

GLANZER, BI ^{[1
]}

CSUK, R ^{[1
]}

机构：

[1] UNIV HEIDELBERG,INST PHARMAZEUT CHEM,NEUENHEIMER FELD 864,W-6900 HEIDELBERG,GERMANY

来源：

CARBOHYDRATE RESEARCH | 1991年 / 220卷

关键词：

D O I：

10.1016/0008-6215(91)80007-A

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Reaction of pyranoid and furanoid aldonolactones with trimethylsilylmethyl-lithium provides a convenient route to carbon-chain-elongated methyl ketones. Reaction of the lactones with chloro(trimethylsilyl)methyl-lithium gives the corresponding chloromethylketones.

引用

页码：79 / 92

页数：14

共 41 条

[1] OXIDATION OF ALDOSE OXIMES - FORMATION AND STRUCTURE OF HYDROXYDIAZENE OXIDE ACETALS AND PREPARATION OF HYDROXIMOLACTONES - X-RAY CRYSTAL-STRUCTURE OF 2,3-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-MANNOFURANOSYL-ONN-AZOXY 2,3-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-MANNOFURANOSIDE [J].

AEBISCHER, BM ;

HANSSEN, HW ;

VASELLA, AT ;

SCHWEIZER, WB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (09) :2139-2147

[2] AVERMECTINS - STRUCTURE DETERMINATION [J].

ALBERSSCHONBERG, G ;

ARISON, BH ;

CHABALA, JC ;

DOUGLAS, AW ;

ESKOLA, P ;

FISHER, MH ;

LUSI, A ;

MROZIK, H ;

SMITH, JL ;

TOLMAN, RL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (14) :4216-4221

[3]

ANDERSON R, 1985, SYNTHESIS-STUTTGART, P717

[4] A CONVENIENT PROCEDURE FOR THE DEOXYGENATION AND HOMOLOGATION OF D-RIBOSE DERIVATIVES [J].

ATTWOOD, SV ;

BARRETT, AGM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (06) :1315-1322

[5] SYNTHESIS OF C-GLUCOSIDES BY REACTIONS OF GLUCOSYL HALIDES WITH ORGANOCUPRATES [J].

BIHOVSKY, R ;

SELICK, C ;

GIUSTI, I .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :4026-4031

[6] EASY SYNTHESIS OF A C-DISACCHARIDE [J].

BOSCHETTI, A ;

NICOTRA, F ;

PANZA, L ;

RUSSO, G ;

ZUCCHELLI, L .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (16) :1085-1086

[7] SPONTANEOUS REACTIONS OF THE IRREVERSIBLE BETA-D-GALACTOSIDASE INHIBITOR 2,6-ANHYDRO-1-DEOXY-1-DIAZO-D-GLYCERO-L-MANNO-HEPTITOL [J].

BROCKHAUS, M ;

FRITZ, H ;

LEHMANN, J .

CARBOHYDRATE RESEARCH, 1979, 68 (02) :225-230

[8] CONVERSION OF 2,6-ANHYDRO-1-DEOXY-D-GALACTO-HEPT-1-ENITOL INTO 1-DEOXY-D-GALACTO-HEPTULOSE BY BETA-D-GALACTOSIDASE [J].

BROCKHAUS, M ;

LEHMANN, J .

CARBOHYDRATE RESEARCH, 1977, 53 (01) :21-31

[9] SOME MOLECULAR-REARRANGEMENTS OF ORGANOSILICON COMPOUNDS [J].

BROOK, AG .

ACCOUNTS OF CHEMICAL RESEARCH, 1974, 7 (03) :77-84

[10] SILICON IN SYNTHESIS .17. "CHLOROMETHYL(TRIMETHYLSILYL)LITHIUM - A NEW REAGENT FOR THE DIRECT CONVERSION OF ALDEHYDES AND KETONES INTO ALPHA,BETA-EPOXYTRIMETHYLSILANES [J].

BURFORD, C ;

COOKE, F ;

ROY, G ;

MAGNUS, P .

TETRAHEDRON, 1983, 39 (06) :867-876

← 1 2 3 4 5 →