Kowalski ester homologation.: Application to the synthesis β-amino esters

被引：34

作者：

Gray, D ^{[1
]}

Concellón, C ^{[1
]}

Gallagher, T ^{[1
]}

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 14期

关键词：

D O I：

10.1021/jo049562h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Kowalski ester homologation protocol has been applied to a representative range of alpha-amino esters to provide beta-amino esters with excellent levels of enantio- and diastereocontrol. A key feature of this chemistry is the nature of the N-protecting group that is employed.

引用

收藏

页码：4849 / 4851

页数：3

相关论文

共 45 条

[11] A CATALYTIC ENANTIOSELECTIVE SYNTHESIS OF DENOPAMINE, A USEFUL DRUG FOR CONGESTIVE-HEART-FAILURE [J].

COREY, EJ ;

LINK, JO .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :442-444

[12] SYNTHESIS OF STEREOCHEMICALLY DEFINED PSI-[CH(ALKYL)NH] PSEUDOPEPTIDES [J].

DAVIDSEN, SK ;

CHUMOYER, MY .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (23) :5558-5567

[13] Convenient preparations of racemic and enantiopure methyl 6-oxopipecolate [J].

Davies, CE ;

Heightman, TD ;

Hermitage, SA ;

Moloney, MG .

SYNTHETIC COMMUNICATIONS, 1996, 26 (04) :687-696

[14]

Decombe J, 1932, ANN CHIM FRANCE, V18, P81

[15]

Deutsch HM, 1999, MED CHEM RES, V9, P213

[16] Investigation of the 4-O-alkylamine substituent of non-peptide quinolone GnRH receptor antagonists [J].

DeVita, RJ ;

Goulet, MT ;

Wyvratt, MJ ;

Fisher, MH ;

Lo, JL ;

Yang, YT ;

Cheng, K ;

Smith, RG .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (17) :2621-2624

[17]

Drey C. N., 1985, CHEM BIOCH AMINO ACI, P25

[18] Foldamers: A manifesto [J].

Gellman, SH .

ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (04) :173-180

[19]

GMEINER P, 1994, SYNTHESIS-STUTTGART, P1026

[20] ABSOLUTE-CONFIGURATION OF TYLOPHORINE [J].

GOVINDACHARI, TR ;

RAJAGOPALAN, TG ;

VISWANATHAN, N .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (10) :1161-1165

← 1 2 3 4 5 →