Preparation of trans-2-allyl-6-alkyl(aryl)-1,2,3,6-tetrahydropyridines by reductive trans-2,6-dialkylation of pyridine. Synthesis of (+/-)-epidihydropinidine

被引：26

作者：

Bubnov, YN

Klimkina, EV

Ignatenko, AV

Gridnev, ID

机构：

[1] N. D. Zelinsky Inst. of Organ. Chem., Russian Academy of Sciences, Moscow B-334

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 08期

基金：

俄罗斯基础研究基金会;

关键词：

D O I：

10.1016/0040-4039(95)02383-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient method for the preparation of the title compounds involving the sequential treatment of pyridine with RLi (R = Alk, Ar), triallylborane and methanol is developed.

引用

页码：1317 / 1320

页数：4

共 13 条

[1]

BUBNOV TN, 1994, RUSS CHEM B, V43, P657

[2] REDUCTIVE 2,6-TRANS-DIALLYLATION OF PYRIDINE BY TRIALLYLBORANE [J].

BUBNOV, YN ;

SHAGOVA, EA ;

EVCHENKO, SV ;

IGNATENKO, AV ;

GRIDNEV, ID .

BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1991, 40 (11) :2315-2315

[3] REDUCTIVE TRANS-2,6-DIALLYLATION OF PYRIDINES WITH ALLYLBORANES - SYNTHESIS OF TRANS-2,6-DIALLYL-1,2,5,6-TETRAHYDROPYRIDINES AND CIS-2,6-DIALLYL-1,2,5,6-TETRAHYDROPYRIDINES AND THEIR DEUTERATED DERIVATIVES [J].

BUBNOV, YN ;

SHAGOVA, EA ;

EVCHENKO, SV ;

IGNATENKO, AV .

RUSSIAN CHEMICAL BULLETIN, 1994, 43 (04) :645-656

[4] REDUCTIVE MONO-ALPHA AND TRANS-ALPHA, ALPHA'-DIALLYLATION OF AROMATIC NITROGEN-HETEROCYCLES BY ALLYLBORANES [J].

BUBNOV, YN .

PURE AND APPLIED CHEMISTRY, 1994, 66 (02) :235-244

[5]

BUBNOV YN, 1995, IN PRESS IZV AKAD K

[6]

Mikhailov B.M., 1984, ORGANOBORON COMPOUND

[7]

PALM VA, 1974, TABLES RATE EQUILIBR, V2, P200

[8]

Pelter A., 1988, BORANE REAGENTS

[9] ALKALOIDS OF PICEA [J].

SCHNEIDER, MJ ;

MONTALI, JA ;

HAZEN, D ;

STANTON, CE .

JOURNAL OF NATURAL PRODUCTS, 1991, 54 (03) :905-909

[10]

Scriven E. F. V., 1984, COMPREHENSIVE HETERO, V2, P262

← 1 2 →