SYNTHESIS OF ANTITUMOR ANSAMYCINS .2. A FORMAL SYNTHESIS OF (+/-)-MACBECIN-I

被引：16

作者：

COUTTS, SJ ^{[1
]}

KALLMERTEN, J ^{[1
]}

机构：

[1] SYRACUSE UNIV,DEPT CHEM,SYRACUSE,NY 13244

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 30期

关键词：

D O I：

10.1016/S0040-4039(00)97607-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Convergent synthesis of (±)-2 a key intermediate in the Merck synthesis of macbecin I (1.), incorporates the chelation-mediated coupling of a lithiated aryl subunit and the γ-hydroxy aldehyde equivalent 8 to establish a critical connective element of the parent ansamycin. © 1990.

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页码：4305 / 4308

页数：4

相关论文

共 18 条

[1] THE TOTAL SYNTHESIS OF (+)-MACBECIN-I [J].

BAKER, R ;

CASTRO, JL .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (06) :378-381

[2] ENANTIOSPECIFIC SYNTHESIS OF THE C-9 TO C-18 FRAGMENT OF MACBECIN-I AND MACBECIN-II [J].

BAKER, R ;

CUMMINGS, WJ ;

HAYES, JF ;

KUMAR, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (16) :1237-1239

[3] TOTAL SYNTHESIS OF (+)-MACBECIN-I [J].

BAKER, R ;

CASTRO, JL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (01) :47-65

[4] ENANTIOSELECTIVE SYNTHESIS OF THE C1,6-C21,16 SEGMENT OF MACBECIN-I AND MACBECIN-II [J].

BAKER, R ;

CASTRO, JL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (01) :190-192

[5] A NEW APPROACH TO THE TOTAL SYNTHESIS OF PSEUDOMONIC ACID-C [J].

BARRISH, JC ;

LEE, HL ;

BAGGIOLINI, EG ;

USKOKOVIC, MR .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (07) :1372-1375

[6] FURTHER OBSERVATIONS ON THE LEWIS ACID-CATALYZED BENZYLIC HYDROPEROXIDE REARRANGEMENT - USE OF A BORON-TRIFLUORIDE HYDROGEN-PEROXIDE PREFORMED, AGED REAGENT [J].

BOGER, DL ;

COLEMAN, RS .

TETRAHEDRON LETTERS, 1987, 28 (10) :1027-1030

[7] BENZYLIC HYDROPEROXIDE REARRANGEMENT - OBSERVATIONS ON A VIABLE AND CONVENIENT ALTERNATIVE TO THE BAEYER-VILLIGER REARRANGEMENT [J].

BOGER, DL ;

COLEMAN, RS .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26) :5436-5439

[8]

COUTTS SJ, 1990, TETRAHEDRON LETT, V31, P4301

[9]

EVANS DA, 1984, 27TH P RA WELCH F C, P13

[10] THE REGIOSPECIFIC SYNTHESIS OF THE A-RING AND B-RING OF PHOMAZARIN [J].

GUAY, V ;

BRASSARD, P .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (06) :1649-1652