LiAl(OC(Ph)(CF3)(2))(4): A hydrocarbon-soluble catalyst for carbon-carbon bond-forming reactions

被引：86

作者：

Barbarich, TJ ^{[1
]}

Handy, ST ^{[1
]}

Miller, SM ^{[1
]}

Anderson, OP ^{[1
]}

Grieco, PA ^{[1
]}

Strauss, SH ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

ORGANOMETALLICS | 1996年 / 15卷 / 18期

关键词：

D O I：

10.1021/om9604031

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The compound LiAl(OC(Ph)(CF3)(2))(4) (1), prepared from LiAlH4 and HOC(Ph)(CF3)(2), is an active Lewis acid catalyst in toluene solution for the 1,4-conjugate addition of silyl ketene acetals to alpha beta-unsaturated carbonyl compounds and for the direct substitution of allylic acetates by silyl ketene acetals. The structure of 1 contains a rare trigonal prismatic coordination sphere around the Li+ cation, with two Li-O(C, Al) bonds and four-Li-F(C) bonds.

引用

页码：3776 / 3778

页数：3

共 23 条

[1] A new multifunctional heterobimetallic asymmetric catalyst for Michael additions and tandem Michael-Aldol reactions
Arai, T
Sasai, H
Aoe, K
Okamura, K
Date, T
Shibasaki, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (01): : 104 - 106
[2] BOCHMANN M, 1992, ANGEW CHEM INT EDIT, V31, P1181, DOI 10.1002/anie.199211811
[3] ORGANIC-REACTIONS AT HIGH-PRESSURE - CONJUGATE ADDITIONS OF O-SILYLATED KETENE ACETALS TO ACTIVATED ENONES
BUNCE, RA
SCHLECHT, MF
DAUBEN, WG
HEATHCOCK, CH
[J]. TETRAHEDRON LETTERS, 1983, 24 (45) : 4943 - 4946
[4] LITHIUM COBALT-BIS-DICARBOLLIDE - A NOVEL LEWIS-ACID CATALYST FOR THE CONJUGATE ADDITION OF SILYL KETENE ACETALS TO HINDERED ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
DUBAY, WJ
GRIECO, PA
TODD, LJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23) : 6898 - 6899
[5] DRAMATIC RATE ACCELERATIONS OF DIELS-ALDER REACTIONS IN 5-M LITHIUM PERCHLORATE DIETHYL-ETHER - THE CANTHARIDIN PROBLEM REEXAMINED
GRIECO, PA
NUNES, JJ
GAUL, MD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) : 4595 - 4596
[6] LITHIUM PERCHLORATE CATALYZED CONJUGATE ADDITION OF O-SILYLATED KETENE ACETALS TO HINDERED ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS AT ATMOSPHERIC-PRESSURE
GRIECO, PA
COOKE, RJ
HENRY, KJ
VANDERROEST, JM
[J]. TETRAHEDRON LETTERS, 1991, 32 (36) : 4665 - 4668
[7] DIRECT SUBSTITUTION OF SECONDARY ALLYLIC ALCOHOLS WITH O-SILYLATED KETENE ACETALS IN 3.0 M LITHIUM PERCHLORATE-DIETHYL ETHER - AN ALTERNATIVE TO THE [1,3] SIGMATROPIC REARRANGEMENT OF ALLYL VINYL ETHERS
GRIECO, PA
COLLINS, JL
HENRY, KJ
[J]. TETRAHEDRON LETTERS, 1992, 33 (33) : 4735 - 4738
[8] HANDY ST, 1995, SYNLETT, P565
[9] CATIONIC D(0)/F(0) METALLOCENE CATALYSTS - PROPERTIES OF BINUCLEAR ORGANOBORANE LEWIS-ACID COCATALYSTS AND WEAKLY COORDINATING COUNTERANIONS DERIVED THEREFROM
JIA, L
YANG, XM
STERN, C
MARKS, TJ
[J]. ORGANOMETALLICS, 1994, 13 (10) : 3755 - 3757
[10] KIRSCHNER EM, 1994, CHEM ENG NEWS 0620, P13

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