STEREOSELECTIVE CYCLOPROPANATION OF 1-AZADIENES WITH FISCHER CARBENE COMPLEXES

被引：36

作者：

BARLUENGA, J

TOMAS, M

LOPEZPELEGRIN, JA

RUBIO, E

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 06期

关键词：

D O I：

10.1039/c39950000665

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1-Aza-1,3-dienes, including a 1-aza-1,3,5-triene, are cyclopropanated by pentacarbonyl(methoxy)phenylchromium to give trans-cyclopropaneimines stereoselectively; their transformation into cyclopropane aldehydes and five-membered heterocycles is also described.

引用

收藏

页码：665 / 666

页数：2

相关论文

共 14 条

[1] THE FIRST [4+3] ANNULATION OF FISCHER CARBENE COMPLEXES WITH AZADIENES - FACILE SYNTHESIS OF AZEPINES [J].

BARLUENGA, J ;

TOMAS, M ;

BALLESTEROS, A ;

SANTAMARIA, J ;

LOPEZORTIZ, F .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (03) :321-322

[2] SYNTHETIC AND MECHANISTIC STUDIES OF THE RETRO-CLAISEN REARRANGEMENT .2. A FACILE ROUTE TO MEDIUM-RING HETEROCYCLES VIA REARRANGEMENT OF VINYLCYCLOPROPANECARBOXALDEHYDE AND CYCLOBUTANECARBOXALDEHYDE [J].

BOECKMAN, RK ;

SHAIR, MD ;

VARGAS, JR ;

STOLZ, LA .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (06) :1295-1297

[3] CYCLOPROPANES FROM REACTIONS OF TRANSITION-METAL CARBENE COMPLEXES WITH OLEFINS [J].

BROOKHART, M ;

STUDABAKER, WB .

CHEMICAL REVIEWS, 1987, 87 (02) :411-432

[4] HIGHLY FUNCTIONALIZED VINYLCYCLOPROPANE DERIVATIVES BY REGIOSELECTIVE AND STEREOSELECTIVE REACTIONS OF FISCHER CARBENE COMPLEXES WITH 1,4-DISUBSTITUTED ELECTRON-DEFICIENT 1,3-DIENES [J].

BUCHERT, M ;

REISSIG, HU .

CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (12) :2723-2729

[5] REACTION OF A CHROMIUM CARBENE COMPLEX WITH 1-AZADIENES AND THE SYNTHESIS OF TRISUBSTITUTED PYRROLES [J].

DANKS, TN ;

VELOREGO, D .

TETRAHEDRON LETTERS, 1994, 35 (50) :9443-9444

[6]

HARVEY DF, 1990, TETRAHEDRON LETT, V31, P2529

[7] SYNTHESIS OF BICYCLOPROPYL DERIVATIVES FROM THE REACTION OF CYCLOPROPYLCARBENE-CHROMIUM COMPLEXES WITH ALKENES [J].

HERNDON, JW ;

TUMER, SU .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :286-294

[8]

HOFMANN B, 1993, SYNLETT, P27

[9]

MENICAGLI R, 1985, J CHEM RES-S, P20

[10] DEPROTONATION AND DIASTEREOSELECTIVE ALKYLATION OF METHYL CYCLOPROPANECARBOXYLATES [J].

REICHELT, I ;

REISSIG, HU .

CHEMISCHE BERICHTE-RECUEIL, 1983, 116 (12) :3895-3914