STUDIES IN MACROLIDE SYNTHESIS - A HIGHLY STEREOSELECTIVE SYNTHESIS OF (+)-(9S)-DIHYDROERYTHRONOLIDE A USING MACROCYCLIC STEREOCONTROL

被引：39

作者：

PATERSON, I ^{[1
]}

RAWSON, DJ ^{[1
]}

机构：

[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND

来源：

TETRAHEDRON LETTERS | 1989年 / 30卷 / 52期

关键词：

D O I：

10.1016/S0040-4039(00)70726-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：7463 / 7466

页数：4

共 38 条

[1] OXIDATION OF ALPHA,BETA-UNSATURATED ALDEHYDES [J].

BAL, BS ;

CHILDERS, WE ;

PINNICK, HW .

TETRAHEDRON, 1981, 37 (11) :2091-2096

[2] FORMAL TOTAL SYNTHESIS OF ERYTHROMYCIN-A .1. TOTAL SYNTHESIS OF A 1,7-DIOXASPIRO[5.5]UNDECANE DERIVATIVE OF ERYTHRONOLIDE-A [J].

BERNET, B ;

BISHOP, PM ;

CARON, M ;

KAWAMATA, T ;

ROY, BL ;

RUEST, L ;

SAUVE, G ;

SOUCY, P ;

DESLONGCHAMPS, P .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (10) :2810-2813

[3] FORMAL TOTAL SYNTHESIS OF ERYTHROMYCIN-A .2. PREPARATION OF A 1,7-DIOXASPIRO[5.5]UNDECANE DERIVATIVE OF ERYTHRONOLIDE-A SECO ACID METHYL-ESTER FROM ERYTHROMYCIN-A [J].

BERNET, B ;

BISHOP, PM ;

CARON, M ;

KAWAMATA, T ;

ROY, BL ;

RUEST, L ;

SAUVE, G ;

SOUCY, P ;

DESLONGCHAMPS, P .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (10) :2814-2818

[4] FORMAL TOTAL SYNTHESIS OF ERYTHROMYCIN A .3. SYNTHESIS OF WOODWARD CARBAMATE KEY INTERMEDIATE FROM A 1,7-DIOXASPIRO[5.5]UNDECANE DERIVATIVE OF ERYTHRONOLIDE-A [J].

BERNET, B ;

BISHOP, PM ;

CARON, M ;

KAWAMATA, T ;

ROY, BL ;

RUEST, L ;

SAUVE, G ;

SOUCY, P ;

DESLONGCHAMPS, P .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (10) :2818-2820

[5] AN ALTERNATE ROUTE TO THE C(7)-C(13) SUBUNIT OF ERYTHRONOLIDE-B VIA A HYDROPYRAN TEMPLATE [J].

BURKE, SD ;

CHANDLER, AC ;

NAIR, MS ;

CAMPOPIANO, O .

TETRAHEDRON LETTERS, 1987, 28 (36) :4147-4148

[6] STEREOSELECTIVE ACYCLIC ENOLATE FORMATION VIA CONJUGATE REDUCTION - CORRELATION WITH ENONE CONFORMATIONAL PREFERENCES [J].

CHAMBERLIN, AR ;

REICH, SH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (05) :1440-1441

[7] ENANTIOSELECTIVE TOTAL SYNTHESIS OF 9S-DIHYDROERYTHRONOLIDE-A SECO ACID [J].

CHAMBERLIN, AR ;

DEZUBE, M ;

REICH, SH ;

SALL, DJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6247-6256

[8] TOTAL SYNTHESIS OF ERYTHROMYCINS .5. TOTAL SYNTHESIS OF ERYTHRONOLIDE-A [J].

COREY, EJ ;

HOPKINS, PB ;

KIM, S ;

YOO, S ;

NAMBIAR, KP ;

FALCK, JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (23) :7131-7134

[9] TOTAL SYNTHESIS OF ERYTHROMYCINS .3. STEREOSELECTIVE ROUTES TO INTERMEDIATES CORRESPONDING TO C(1) TO C(9) AND C(10) TO C(13) FRAGMENTS OF ERYTHRONOLIDE-B [J].

COREY, EJ ;

TRYBULSKI, EJ ;

MELVIN, LS ;

NICOLAOU, KC ;

SECRIST, JA ;

LETT, R ;

SHELDRAKE, PW ;

FALCK, JR ;

BRUNELLE, DJ ;

HASLANGER, MF ;

KIM, S ;

YOO, SE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (14) :4618-4620

[10] TOTAL SYNTHESIS OF ERYTHROMYCINS .4. TOTAL SYNTHESIS OF ERYTHRONOLIDE-B [J].

COREY, EJ ;

KIM, S ;

YOO, SE ;

NICOLAOU, KC ;

MELVIN, LS ;

BRUNELLE, DJ ;

FALCK, JR ;

TRYBULSKI, EJ ;

LETT, R ;

SHELDRAKE, PW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (14) :4620-4622

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