Toward a total synthesis of an aglycone of spiramycine; Two complementary accesses to a C-5/C-9 fragment

被引：4

作者：

Oddon, G ^{[1
]}

Uguen, D ^{[1
]}

机构：

[1] UNIV STRASBOURG 1,ORGAN SYNTH LAB,CNRS,ECOLE EUROPEENNE CHIM POLYMERES & MAT,F-67008 STRASBOURG,FRANCE

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(97)00945-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both homochiral acetates 4d and 5f, which were obtained by lipase-catalysed acetylation of either the tetraol 4a or the diol 5e, respectively have been convened stereoconvergently into a C-5/C-9 fragment of the title antibiotic. (C) 1997 Published by Elsevier Science Ltd.

引用

收藏

页码：4411 / 4414

页数：4

相关论文

共 10 条

[1] THE DOUBLE-MESO TRICK [J].

BREUILLES, P ;

SCHMITTBERGER, T ;

UGUEN, D .

TETRAHEDRON LETTERS, 1993, 34 (26) :4205-4208

[2] RACEMIZATION OF PHENYLALKANES IN PRESENCE OF LEWIS ACIDS [J].

ELIEL, EL ;

WILKEN, PH ;

FANG, FT .

JOURNAL OF ORGANIC CHEMISTRY, 1957, 22 (03) :231-234

[3] VICINAL DIOL CYCLIC SULFATES - LIKE EPOXIDES ONLY MORE REACTIVE [J].

GAO, Y ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) :7538-7539

[4] TOTAL SYNTHESIS OF (+)-CARBONOLIDE-B [J].

KECK, GE ;

PALANI, A ;

MCHARDY, SF .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (11) :3113-3122

[5]

NAKAJIMA N, 1991, CHEM PHARM BULL, V39, P64

[6] SYNTHESIS OF 16-MEMBERED-RING MARCOLIDE ANTIBIOTICS .4. CARBOMYCIN-B AND LEUCOMYCIN-A3 - TOTAL SYNTHESIS OF CYCLIC KEY INTERMEDIATE [J].

NICOLAOU, KC ;

PAVIA, MR ;

SEITZ, SP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (05) :1224-1226

[7]

ODDON G, PRECEDING LETT

[8]

PAUL R, 1965, B SOC CHIM FR, P650

[9] SODIUM SULFIDE AS A MILD AND SELECTIVE DESILYLATING REAGENT [J].

SCHMITTBERGER, T ;

UGUEN, D .

TETRAHEDRON LETTERS, 1995, 36 (41) :7445-7448

[10] TOTAL SYNTHESIS OF CARBOMYCIN-B AND JOSAMYCIN (LEUCOMYCIN-A3) [J].

TATSUTA, K ;

AMEMIYA, Y ;

MANIWA, S ;

KINOSHITA, M .

TETRAHEDRON LETTERS, 1980, 21 (29) :2837-2840