STEREOSELECTIVE INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION OF CHIRAL CHROMIUM TRICARBONYL COMPLEXED NITRONE

被引：25

作者：

BALDOLI, C

DELBUTTERO, P

LICANDRO, E

MAIORANA, S

ALBINATI, A

机构：

[1] CNR, CTR STUDIO SINTESI & STEREOCHIM SPECIALI SISTEMI, I-20133 MILAN, ITALY

[2] UNIV MILAN, IST CHIM FARMACEUT & TOSSICOL, I-20131 MILAN, ITALY

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 07期

关键词：

D O I：

10.1016/0957-4166(95)00217-D

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The new tricarbonyl(2-allyloxybenzaldehyde)chromium(O) complex (4a) has been prepared in both a racemic and an enantiomerically pure form. The thermal intramolecular 1,3-dipolar cycloaddition of the corresponding (1R)-N-methyl nitrone (5a) afforded, after decomplexation, cis-(3aS,9bR)-1,3a,4,9b-tetrahydro-1-methyl-3H-[1] benzopyrano[4,3-c]isoxa zole (7) with complete enantioselection.

引用

页码：1711 / 1717

页数：7

共 20 条

[1] ANNUNZIATA R, 1989, GAZZ CHIM ITAL, V119, P253
[2] Carruthers W., 2013, CYCLOADDITION REACTI
[3] DESHONG P, 1988, ADV CYCLOADDITION
[4] Grunanger P., 1991, ISOXAZOLES
[5] THE ADDITION OF NITRONES TO OLEFINS - A NEW ROUTE TO ISOXAZOLIDINES
LEBEL, NA
WHANG, JJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (23) : 6334 - 6335
[6] OPTICALLY-ACTIVE TRICARBONYL(ETA(6)-O-TRIMETHYLSILYLBENZALDEHYDE)CHROMIUM(0) COMPLEXES IN ORGANIC-SYNTHESIS - A HIGHLY DIASTEREOSELECTIVE 1,3-DIPOLAR CYCLOADDITION WITH ELECTRON-RICH OLEFINS
MUKAI, C
KIM, IJ
CHO, WJ
KIDO, M
HANAOKA, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (20): : 2495 - 2503
[7] SYNTHESIS OF NEW HETEROCYCLES BY INTRAMOLECULAR NITRONE-ALKENE CYCLOADDITION
OPPOLZER, W
KELLER, K
[J]. TETRAHEDRON LETTERS, 1970, (13) : 1117 - +
[8] OPPOLZER W, 1970, TETRAHEDRON LETT, P4313
[9] OPPOLZER W, 1970, TETRAHEDRON LETT, P1121
[10] OPPOLZER W, 1977, ANGEW CHEM INT EDIT, V16, P10, DOI 10.1002/anie.197700101

← 1 2 →