Solid phase synthesis of azabicyclo[4.3.0]nonen-8-one amino acid derivatives via intramolecular Pauson-Khand cyclization

被引：38

作者：

Bolton, GL

机构：

[1] Department of Medicinal Chemistry, Parke-Davis Pharmaceutical Research, Division of Warner-Lambert Company, Ann Arbor, MI 48105

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 20期

关键词：

D O I：

10.1016/0040-4039(96)00587-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A solid phase synthetic strategy leading to the rapid, stereocontrolled construction of highly functionalized fused bicyclic amino acid derivatives has been developed. The key step involves a unique application of the intramolecular Pauson-Khand cyclization. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：3433 / 3436

页数：4

共 25 条

[1] CARBON-CARBON BOND-FORMING METHODS ON SOLID SUPPORT - UTILIZATION OF KENNER SAFETY-CATCH LINKER [J].

BACKES, BJ ;

ELLMAN, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (24) :11171-11172

[2] SYNTHESIS OF N-BOC-3-AZABICYCLO[3.3.0]OCTAN-7-ONE VIA REDUCTIVE PAUSON-KHAND CYCLIZATION AND SUBSEQUENT CONVERSION TO A NOVEL DIAZATRICYCLIC RING-SYSTEM [J].

BECKER, DP ;

FLYNN, DL .

TETRAHEDRON, 1993, 49 (23) :5047-5054

[3] STUDIES OF THE SOLID-PHASE PAUSON-KHAND REACTION - SELECTIVE INSITU ENONE REDUCTION TO 3-AZABICYCLO[3.3.0]OCTANONES [J].

BECKER, DP ;

FLYNN, DL .

TETRAHEDRON LETTERS, 1993, 34 (13) :2087-2090

[4] THE SYNTHESIS OF NITROGEN-HETEROCYCLES VIA THE INTRAMOLECULAR KHAND REACTION - FORMATION OF TETRA-HYDROCYCLOPENTA[C]PYRROL-5(1H)-ONES AND HEXA-HYDROCYCLOPENTA[C]PYRROL-5(1H)-ONES AND HEXAHYDRO-6H-2-PYRINDIN-6-ONES [J].

BROWN, SW ;

PAUSON, PL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (04) :1205-1209

[5] ASYMMETRIC-SYNTHESIS OF BICYCLO[4.3.0]NONAN-8-ONES BY INTRAMOLECULAR PAUSON-KHAND REACTION [J].

CASTRO, J ;

MOYANO, A ;

PERICAS, MA ;

RIERA, A ;

GREENE, AE .

TETRAHEDRON-ASYMMETRY, 1994, 5 (03) :307-310

[6] FORMATION OF ANGULARLY-FUSED TRIQUINANES BY SUCCESSIVE USE OF THE PAUSON-KHAND REACTION AND RADICAL CLOSURE [J].

CLIVE, DLJ ;

COLE, DC ;

TAO, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (06) :1396-1406

[7] FORMATION OF CARBON-CARBON BOND ON SOLID SUPPORT - APPLICATION OF THE STILLE REACTION [J].

DESHPANDE, MS .

TETRAHEDRON LETTERS, 1994, 35 (31) :5613-5614

[8]

FRIESEN RW, 1994, TETRAHEDRON LETT, V35, P9177

[9] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .1. BACKGROUND AND PEPTIDE COMBINATORIAL LIBRARIES [J].

GALLOP, MA ;

BARRETT, RW ;

DOWER, WJ ;

FODOR, SPA ;

GORDON, EM .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (09) :1233-1251

[10]

GALLOP MA, 1994, J MED CHEM, V37, P1385

← 1 2 3 →