Assymmetric 1,3-dipolar cycloaddition of a (Z)-Alkene dipolarophile. Synthesis of (3S,4R) ethyl 1-azabicyclo[2.2.1]heptane-3-carboxylate

被引：25

作者：

Carey, JS ^{[1
]}

机构：

[1] GlaxoSmithKline, Synth Chem, Tonbridge TN11 9AN, Kent, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 07期

关键词：

D O I：

10.1021/jo001797f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[No abstract available]

引用

页码：2526 / 2529

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] Design of [R-(Z)]-(+)-α-(methoxyimino)-1-azabicyclo[2.2.2]octane-3-acetonitrile (SB 202026), a functionally selective azabicyclic muscarinic M1 agonist incorporating the N-methoxy imidoyl nitrile group as a novel ester bioisostere [J].

Bromidge, SM ;

Brown, F ;

Cassidy, F ;

Clark, MSG ;

Dabbs, S ;

Hadley, MS ;

Hawkins, J ;

Loudon, JM ;

Naylor, CB ;

Orlek, BS ;

Riley, GJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (26) :4265-4280

[3] A SYNTHESIS OF 1-AZABICYCLO[2.2.1]HEPTANE-3-CARBOXYLIC ACID-ESTERS IN ENANTIOMERICALLY PURE FORM [J].

COTTRELL, IF ;

HANDS, D ;

KENNEDY, DJ ;

PAUL, KJ ;

WRIGHT, SHB ;

HOOGSTEEN, K .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (05) :1091-1097

[4] Regioselective 6-endo cyclization of 5-carbomethoxy-5-hexenyl radicals: A convenient synthesis of derivatives of the 1-azabicyclo[2.2.1]heptyl system [J].

Della, EW ;

Kostakis, C ;

Smith, PA .

ORGANIC LETTERS, 1999, 1 (03) :363-365

[5] ASYMMETRIC DIELS-ALDER CYCLO-ADDITION REACTIONS WITH CHIRAL ALPHA, BETA-UNSATURATED N-ACYLOXAZOLIDINONES [J].

EVANS, DA ;

CHAPMAN, KT ;

BISAHA, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1238-1256

[6] Design and synthesis of ring-constrained boropeptide thrombin inhibitors [J].

Fevig, JM ;

Abelman, MM ;

Brittelli, DR ;

Kettner, CA ;

Knabb, RM ;

Weber, PC .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (03) :295-300

[7] Totally stereocontrolled intermolecular Pauson-Khand reactions of N-(2-alkynoyl) sultams [J].

Fonquerna, S ;

Moyano, A ;

Pericas, MA ;

Riera, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (42) :10225-10226

[8] TOTAL SYNTHESES OF (+/-)-CERULENIN, (+/-)-TETRAHYDROCERULENIN, AND RELATED-COMPOUNDS [J].

JAKUBOWSKI, AA ;

GUZIEC, FS ;

SUGIURA, M ;

TAM, CC ;

TISHLER, M ;

OMURA, S .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (07) :1221-1228

[9] SUBSTITUENT VARIATION IN AZABICYCLIC TRIAZOLE-BASED AND TETRAZOLE-BASED MUSCARINIC RECEPTOR LIGANDS [J].

JENKINS, SM ;

WADSWORTH, HJ ;

BROMIDGE, S ;

ORLEK, BS ;

WYMAN, PA ;

RILEY, GJ ;

HAWKINS, J .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (13) :2392-2406

[10]

KIM BH, 1993, TETRAHEDRON, V49, P293

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