Catalytic TMSCI promoted powerful aldol addition and Claisen condensation mediated by TiCl4/Bu3N agent:: Comparison and evaluation with the Mukaiyama aldol addition

被引：48

作者：

Yoshida, Y ^{[1
]}

Matsumoto, N ^{[1
]}

Hamasaki, R ^{[1
]}

Tanabe, Y ^{[1
]}

机构：

[1] Kwansei Gakuin Univ, Sch Sci, Nishinomiya, Hyogo 6628501, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(99)00682-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

TMSCl catalyst (0.05 equiv) signifiantly promoted the TiCl4/Bu3N-mediated direct cross aldol additions of sterically crowded ketones and alpha-hetero substituted ketones, and also the direct Claisen condensation between methyl esters. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4227 / 4230

页数：4

共 31 条

[1] DIASTEREOSELECTIVE ALDOL CONDENSATION OF DIRECTLY GENERATED TITANIUM ENOLATES OF ACTIVATED ESTERS
ANNUNZIATA, R
CINQUINI, M
COZZI, F
COZZI, PG
CONSOLANDI, E
[J]. TETRAHEDRON, 1991, 47 (37) : 7897 - 7910
[2] [Anonymous], [No title captured]
[3] Curran D. P., 1996, STEREOCHEMISTRY RADI
[4] Evans D. A., 1982, TOP STEREOCHEM, V13, P1, DOI DOI 10.1002/9780470147221.CHL
[5] NEW PROCEDURE FOR THE DIRECT GENERATION OF TITANIUM ENOLATES - DIASTEREOSELECTIVE BOND CONSTRUCTIONS WITH REPRESENTATIVE ELECTROPHILES
EVANS, DA
URPI, F
SOMERS, TC
CLARK, JS
BILODEAU, MT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (22) : 8215 - 8216
[6] DIASTEREOSELECTIVE ALDOL REACTIONS USING BETA-KETO IMIDE DERIVED ENOLATES - A VERSATILE APPROACH TO THE ASSEMBLAGE OF POLYPROPIONATE SYSTEMS
EVANS, DA
CLARK, JS
METTERNICH, R
NOVACK, VJ
SHEPPARD, GS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (02) : 866 - 868
[7] STEREOSELECTIVE ALDOL REACTIONS OF CHLOROTITANIUM ENOLATES - AN EFFICIENT METHOD FOR THE ASSEMBLAGE OF POLYPROPIONATE-RELATED SYNTHONS
EVANS, DA
RIEGER, DL
BILODEAU, MT
URPI, F
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) : 1047 - 1049
[8] TRANSIENT TITANIUM ENOLATE ALDOL CONDENSATIONS
HARRISON, CR
[J]. TETRAHEDRON LETTERS, 1987, 28 (36) : 4135 - 4138
[9] Heathcock C. H., 1984, ASYMMETRIC SYNTHESIS, V3, P111
[10] REGIOSELECTIVE AND STEREOSELECTIVE CROSS-ALDOL REACTIONS VIA DIALKYLBORYL TRIFLATES
INOUE, T
MUKAIYAMA, T
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (01) : 174 - 178

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