A SIMPLE METHOD OF PREPARATION OF 7-ALKYL-7-AZABICYCLO[2.2.1]HEPTANES

被引：17

作者：

HASSNER, A

BELOSTOTSKII, AM

机构：

[1] Department of Chemistry, Bar-Ilan University, Ramat-Gan

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 10期

关键词：

D O I：

10.1016/0040-4039(95)00051-D

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Action of triphenylphosphine - carbon tetrachloride on the trans-4-alkylaminocyclohexanols leads to 7-alkyl-7-azabicyclo[2.2.1]heptanes in the good yields. The starting aminoalcohols are easily available from the monoethylene ketal of 1,4-cyclohexanedione and primary amines in a four step process without isolation of intermediates.

引用

收藏

页码：1709 / 1712

页数：4

相关论文

共 15 条

[1] SYNTHESIS OF ENDO-2-PHENYL-7-AZABICYCLO[2.2.1]HEPTANE VIA HIGH-PRESSURE DIELS-ALDER REACTIONS OF PYRROLES [J].

ABEN, RWM ;

KEIJSERS, J ;

HAMS, B ;

KRUSE, CG ;

SCHEEREN, HW .

TETRAHEDRON LETTERS, 1994, 35 (08) :1299-1300

[2] THE USE OF TRIPHENYLPHOSPHINE DIETHYL AZODICARBOXYLATE (DEAD) FOR THE CYCLIZATION OF 1,4-AMINO AND 1,5-AMINO ALCOHOLS [J].

BERNOTAS, RC ;

CUBE, RV .

TETRAHEDRON LETTERS, 1991, 32 (02) :161-164

[3]

BROKA C, 1993, TETRAHEDRON LETT, V34, P3521

[4]

CASTRO BR, 1983, ORG REACTIONS, V29, P1

[5] A TOTAL SYNTHESIS OF (PLUS-OR-MINUS)-EPIBATIDINE [J].

CLAYTON, SC ;

REGAN, AC .

TETRAHEDRON LETTERS, 1993, 34 (46) :7493-7496

[6] STEREOCONTROLLED TOTAL SYNTHESIS OF (+)-EPIBATIDINE AND (-)-EPIBATIDINE [J].

COREY, EJ ;

LOH, TP ;

ACHYUTHARAO, S ;

DALEY, DC ;

SARSHAR, S .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21) :5600-5602

[7] THE SYNTHESIS OF (+)-EPIBATIDINE AND (-)-EPIBATIDINE [J].

FLETCHER, SR ;

BAKER, R ;

CHAMBERS, MS ;

HOBBS, SC ;

MITCHELL, PJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (15) :1216-1218

[8] SYNTHESIS OF 7-AZABICYCLO 2.2.1!HEPTANE, EXO-2-CHLORO-7-AZABICYCLO 2.2.1!HEPTANE, AND DERIVATIVES [J].

FRASER, RR ;

SWINGLE, RB .

CANADIAN JOURNAL OF CHEMISTRY, 1970, 48 (13) :2065-&

[9]

HASSNER A, IN PRESS CARBOHYDR R, V43

[10] A VERSATILE TOTAL SYNTHESIS OF EPIBATIDINE AND ANALOGS [J].

HUANG, DF ;

SHEN, TY .

TETRAHEDRON LETTERS, 1993, 34 (28) :4477-4480