Synthetic studies towards pateamine, a novel thiazole-based 19-membered bis-lactone from Mycale sp

被引：22

作者：

Critcher, DJ ^{[1
]}

Pattenden, G ^{[1
]}

机构：

[1] UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 50期

关键词：

D O I：

10.1016/S0040-4039(96)02098-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise synthesis of the 19-membered bis-lactone core 2b present in pateamine 1 using chiral pool starting materials and featuring an intramolecular Stille coupling reaction as a key stratagem, is described. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：9107 / 9110

页数：4

共 18 条

[1] TOTAL SYNTHESIS OF (+/-)-PEDERAMIDE [J].

ADAMS, MA ;

DUGGAN, AJ ;

SMOLANOFF, J ;

MEINWALD, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (18) :5364-5370

[2]

BLINCOE SN, 1994, THESIS U CANTERBURY

[3] THE SYNTHESIS OF OPTICALLY-ACTIVE THIAZOLINE AND THIAZOLE DERIVED PEPTIDES FROM N-PROTECTED ALPHA-AMINO-ACIDS [J].

BODEN, CDJ ;

PATTENDEN, G ;

YE, T .

SYNLETT, 1995, (05) :417-419

[4] Sequential sp(2)-sp(2) coupling reactions in polyene macrolide synthesis. A novel approach to macrolactin A [J].

Boyce, RJ ;

Pattenden, G .

TETRAHEDRON LETTERS, 1996, 37 (20) :3501-3504

[5] OBSERVATIONS ON THE HANTZSCH REACTION - SYNTHESIS OF N-TBOC-S-DOLAPHENINE [J].

BREDENKAMP, MW ;

HOLZAPFEL, CW ;

SYNMAN, RM ;

VANZYL, WJ .

SYNTHETIC COMMUNICATIONS, 1992, 22 (21) :3029-3039

[6] THE CHIRAL SYNTHESIS OF THIAZOLE AMINO-ACID ENANTIOMERS [J].

BREDENKAMP, MW ;

HOLZAPFEL, CW ;

VANZYL, WJ .

SYNTHETIC COMMUNICATIONS, 1990, 20 (15) :2235-2249

[7] Total synthesis of the virginiamycin antibiotic 14,15-anhydropristinamycin IIB [J].

Entwistle, DA ;

Jordan, SI ;

Montgomery, J ;

Pattenden, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (12) :1315-1317

[8] LARGE RATE ACCELERATIONS IN THE STILLE REACTION WITH TRI-2-FURYLPHOSPHINE AND TRIPHENYLARSINE AS PALLADIUM LIGANDS - MECHANISTIC AND SYNTHETIC IMPLICATIONS [J].

FARINA, V ;

KRISHNAN, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9585-9595

[9] New perspectives in the cross-coupling reactions of organostannanes [J].

Farina, V .

PURE AND APPLIED CHEMISTRY, 1996, 68 (01) :73-78

[10] SOME STUDIES ON PROXIMAL ADDITION-ELIMINATION PROCEDURES IN INTERMOLECULAR CARBON-CARBON BOND-FORMING FREE-RADICAL REACTIONS - CONVENIENT SYNTHESIS OF ETHYL (E)-(ETHYL 2,3,6,7,8-PENTADEOXY-ALPHA-D-ERYTHRO-NONA-2,7-DIENOPYRANOSID)URONATE [J].

GOMEZ, AM ;

LOPEZ, JC ;

FRASERREID, B .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (13) :1689-1695

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