ASYMMETRIC-SYNTHESIS OF 2-ALKYL(ARYL)-2,3-DIHYDRO-4-PYRIDONES BY ADDITION OF GRIGNARD-REAGENTS TO CHIRAL 1-ACYL-4-METHOXYPYRIDINIUM SALTS

被引：97

作者：

COMINS, DL ^{[1
]}

GOEHRING, RR ^{[1
]}

JOSEPH, SP ^{[1
]}

OCONNOR, S ^{[1
]}

机构：

[1] UTAH STATE UNIV,DEPT CHEM & BIOCHEM,LOGAN,UT 84322

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 09期

关键词：

D O I：

10.1021/jo00296a006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Grignard addition to a chiral l-acyl-4-methoxypyridinium salt provides synthetically useful 2-alkyl-(aryl)-2,3-dihydro-4-pyridones in high diastereomeric excess. © 1990, American Chemical Society. All rights reserved.

引用

页码：2574 / 2576

页数：3

共 24 条

[1] A HIGHLY STEREOCONTROLLED, 4-STEP SYNTHESIS OF (+/-)-LASUBINE-II [J].

BROWN, JD ;

FOLEY, MA ;

COMINS, DL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) :7445-7447

[2]

COMINS DL, 1984, HETEROCYCLES, V22, P151

[3] SYNTHESIS AND SYNTHETIC UTILITY OF 1-ACYL-5-(TRIALKYLSILYL)-1,2-DIHYDROPYRIDINES - SYNTHESIS OF (+/-)-ELAEOKANINE-A [J].

COMINS, DL ;

MYOUNG, YC .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (01) :292-298

[4] REGIOSELECTIVE ADDITION OF GRIGNARD-REAGENTS TO 1-ACYLPYRIDINIUM SALTS - A CONVENIENT METHOD FOR THE SYNTHESIS OF 4-ALKYL(ARYL)PYRIDINES [J].

COMINS, DL ;

ABDULLAH, AH .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (22) :4315-4319

[5] REGIOSELECTIVE ALPHA-LITHIATION OF UNSYMMETRICAL 1-(TERT-BUTOXYCARBONYL)-1,4-DIHYDROPYRIDINES [J].

COMINS, DL ;

WEGLARZ, MA .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (19) :4437-4442

[6] REGIOSELECTIVE ADDITION OF NUCLEOPHILES TO 1-(PHENOXYCARBONYL)-3-TRIALKYLSTANNYLPYRIDINIUM SALTS [J].

COMINS, DL ;

MANTLO, NB .

TETRAHEDRON LETTERS, 1987, 28 (07) :759-762

[7] SYNTHESIS OF 3-ACYLPYRIDINES UTILIZING A FRIEDEL-CRAFTS REACTION [J].

COMINS, DL ;

MANTLO, NB .

TETRAHEDRON LETTERS, 1983, 24 (35) :3683-3686

[8] REGIOSPECIFIC ALPHA-ALKYLATION OF 4-CHLORO(BROMO)PYRIDINE [J].

COMINS, DL ;

MANTLO, NB .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (22) :4410-4411

[9] ALPHA-METALATION OF 1-(TERT-BUTOXYCARBONYL)-1,2-DIHYDROPYRIDINES [J].

COMINS, DL ;

WEGLARZ, MA ;

OCONNOR, S .

TETRAHEDRON LETTERS, 1988, 29 (15) :1751-1754

[10]

COMINS DL, 1987, HETEROCYCLES, V26, P2159

← 1 2 3 →