Complementary diastereoselective beta-acylation of alpha-methylbutanamide

被引：18

作者：

Houkawa, T ^{[1
]}

Ueda, T ^{[1
]}

Sakami, S ^{[1
]}

Asaoka, M ^{[1
]}

Takei, H ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,DEPT LIFE CHEM,MIDORI KU,YOKOHAMA,KANAGAWA 226,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 07期

关键词：

D O I：

10.1016/0040-4039(95)02344-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both the syn- and anti-diastereomers of 4-aryl-2,3-dimethyl-4-oxobutanamides were respectively synthesized in a highly diastereoselective manner.

引用

页码：1045 / 1048

页数：4

共 16 条

[1] COMPLEX-INDUCED PROXIMITY EFFECTS - ENANTIOSELECTIVE SYNTHESES BASED ON ASYMMETRIC DEPROTONATIONS OF N-BOC-PYRROLIDINES [J].

BEAK, P ;

KERRICK, ST ;

WU, SD ;

CHU, JX .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (08) :3231-3239

[2] CONFORMATIONAL-ANALYSIS IN THE DIRECTED HYDROGENATION OF HOMOALLYLIC ALCOHOLS [J].

BIRTWISTLE, DH ;

BROWN, JM ;

HERBERT, RH ;

JAMES, AP ;

LEE, KF ;

TAYLOR, RJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (03) :194-196

[3] GENERATION OF CONFIGURATIONALLY STABLE, ENANTIOENRICHED ALPHA-OXY-ALPHA-METHYLBENZYLLITHIUM - STEREODIVERGENCE OF ITS ELECTROPHILIC SUBSTITUTION [J].

CARSTENS, A ;

HOPPE, D .

TETRAHEDRON, 1994, 50 (20) :6097-6108

[4]

Heathcock CH., 1991, Comprehensive Organic Synthesis, V2

[5] DISUBSTITUTED AND TRISUBSTITUTED GAMMA-LACTONES - CONFORMATIONAL STUDY BY MOLECULAR MECHANICS CALCULATIONS AND COUPLING-CONSTANT ANALYSIS [J].

JAIME, C ;

ORTUNO, RM ;

FONT, J .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (21) :3946-3951

[6] PREPARATION AND REACTIONS OF POLYFUNCTIONAL ORGANOZINC REAGENTS IN ORGANIC-SYNTHESIS [J].

KNOCHEL, P ;

SINGER, RD .

CHEMICAL REVIEWS, 1993, 93 (06) :2117-2188

[7] SYNTHESIS AND REACTIVITY TOWARD ACYL CHLORIDES AND ENONES OF THE NEW HIGHLY FUNCTIONALIZED COPPER REAGENTS RCU(CN)ZNI [J].

KNOCHEL, P ;

YEH, MCP ;

BERK, SC ;

TALBERT, J .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (10) :2390-2392

[8] PALLADIUM CATALYZED-REACTIONS OF PROPIONATE HOMOENOLATE - ARYLATION, VINYLATION, AND ACYLATION [J].

NAKAMURA, E ;

KUWAJIMA, I .

TETRAHEDRON LETTERS, 1986, 27 (01) :83-86

[9]

NAKAMURA E, 1991, COMPREHENSIVE ORGANI, V2, P441

[10] SELECTIVE CARBON-CARBON BOND FORMATION VIA TRANSITION-METAL CATALYSIS .36. PALLADIUM-CATALYZED ACYLATION OF ORGANOZINCS AND OTHER ORGANOMETALLICS AS A CONVENIENT ROUTE TO KETONES [J].

NEGISHI, E ;

BAGHERI, V ;

CHATTERJEE, S ;

LUO, FT ;

MILLER, JA ;

STOLL, AT .

TETRAHEDRON LETTERS, 1983, 24 (47) :5181-5184

← 1 2 →