ALDOL CONDENSATION OF KETONES PROMOTED BY STERICALLY CROWDED ARYLOXIDE COMPOUNDS OF ALUMINUM

被引:35
|
作者
POWER, MB
APBLETT, AW
BOTT, SG
ATWOOD, JL
BARRON, AR
机构
[1] HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
[2] HARVARD UNIV,MAT RES LAB,CAMBRIDGE,MA 02138
[3] UNIV ALABAMA,DEPT CHEM,TUSCALOOSA,AL 35486
关键词
D O I
10.1021/om00159a023
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The interaction of AlEt(BHT)2 with 2 equiv of O=C(Me)tBu, O=C(Et)Ph, or O=CEt2 yields the aluminum-β-oxo enolate complexes AlEt(BHT)[O=C(tBu)CH2C(Me)(tBu)O] (1), AlEt(BHT)[O=C-(Ph)C(H)(Me)C(Et)(Ph)O] (2), and AlEt(BHT)[O=C(Et)C(H)(Me)C(Et)2O] (3), respectively. Compounds 1, 2, and 3 have been characterized by1H and,13C, and27Al NMR spectroscopy. In addition, the structure of 1 has been confirmed by X-ray crystallography. The stereospecificities of the intramolecular alkoxide-assisted enolization and condensation reactions are discussed. Compound 1 crystallizes in the monoclinic space group 2 with unit cell dimensions a = 9.3428 (6) Å, b = 14.3079 (6) Å, c = 11.3322 (6) Å, β = 91.971 (4) °, Z = 2, 1907 observed data, R = 0.0628, and Rw = 0.0730. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:2529 / 2534
页数:6
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