ENANTIOSELECTIVE SYNTHESIS OF SWAINSONINE, A TRIHYDROXYLATED INDOLIZIDINE ALKALOID

被引：91

作者：

ADAMS, CE ^{[1
]}

WALKER, FJ ^{[1
]}

SHARPLESS, KB ^{[1
]}

机构：

[1] MIT,DEPT CHEM,CAMBRIDGE,MA 02139

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1985年 / 50卷 / 03期

关键词：

D O I：

10.1021/jo00203a039

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：420 / 422

页数：3

共 25 条

[1] A CHIRAL SYNTHESIS OF SWAINSONINE FROM D-GLUCOSE [J].

ALI, MH ;

HOUGH, L ;

RICHARDSON, AC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (07) :447-448

[2] Nitrogen halogen derivatives of the sulphonamides. [J].

Chattaway, FD .

JOURNAL OF THE CHEMICAL SOCIETY, 1905, 87 :145-171

[3] ON MECHANISM OF SULFONAMIDE CLEAVAGE BY ARENE ANION RADICALS [J].

CLOSSON, WD ;

JI, S ;

SCHULENBERG, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (03) :650-+

[4] SPECTROSCOPIC INVESTIGATION OF SWAINSONINE - ALPHA-MANNOSIDASE INHIBITOR ISOLATED FROM SWAINSONA-CANESCENS [J].

COLEGATE, SM ;

DORLING, PR ;

HUXTABLE, CR .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (10) :2257-2264

[5] SYNTHESIS OF A STABLE ANALOG OF THROMBOXANE-A2 WITH METHYLENE REPLACING THE 9,11-BRIDGING OXYGEN [J].

COREY, EJ ;

PONDER, JW ;

ULRICH, P .

TETRAHEDRON LETTERS, 1980, 21 (02) :137-140

[6] NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].

DALE, JA ;

MOSHER, HS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519

[7] INHIBITION OF LYSOSOMAL ALPHA-MANNOSIDASE BY SWAINSONINE, AN INDOLIZIDINE ALKALOID ISOLATED FROM SWAINSONA-CANESCENS [J].

DORLING, PR ;

HUXTABLE, CR ;

COLEGATE, SM .

BIOCHEMICAL JOURNAL, 1980, 191 (02) :649-651

[8]

ELBEIN AD, 1981, P NATL ACAD SCI-BIOL, V78, P7393, DOI 10.1073/pnas.78.12.7393

[9] ENANTIOSPECIFIC SYNTHESIS OF SWAINSONINE, (1S, 2R, 8R, 8AR)-1,2,8-TRIHYDROXYOCTAHYDROINDOLIZINE, FROM D-MANNOSE [J].

FLEET, GWJ ;

GOUGH, MJ ;

SMITH, PW .

TETRAHEDRON LETTERS, 1984, 25 (17) :1853-1856

[10] DIIMIDE REDUCTIONS USING POTASSIUM AZODICARBOXYLATE [J].

HAMERSMA, JW ;

SNYDER, EI .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (11) :3985-&

← 1 2 3 →