A CONVENIENT SYNTHESIS OF AMINO-ACIDS BY A ZNBR2 PROMOTED REACTION OF KETENE BIS(TRIMETHYLSILYL) ACETALS WITH ALDIMINES

被引：14

作者：

MLADENOVA, M ^{[1
]}

BELLASSOUED, M ^{[1
]}

机构：

[1] UNIV PARIS 06,SYNTH ORGANOMET LAB,URA 408,F-75230 PARIS 05,FRANCE

来源：

SYNTHETIC COMMUNICATIONS | 1993年 / 23卷 / 06期

关键词：

D O I：

10.1080/00397919308009832

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ZnBr2 promoted addition of ketene bis(trimethylsilyl) acetals to aromatic aldimines affords beta-arylaminoacids in good to excellent yields. Under the same reaction conditions vinylic ketene bis(trimethylsilyl) acetals give exclusively or mainly delta-phenylaminoacids.

引用

页码：725 / 736

页数：12

共 32 条

[1] AINSWORTH C, 1972, J ORGANOMET CHEM, V46, P73, DOI 10.1016/S0022-328X(00)90476-5
[2] THE USE OF THE REFORMATSKY REACTION FOR THE SYNTHESIS OF BETA-AMINO ACIDS
BELLASSOUED, M
AROUSCHTARA, R
GAUDEMAR, M
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 231 (03) : 185 - 189
[3] TRIMETHYLSILYL 3-METHYL-1,1-BIS(TRIMETHYLSILOXY)-1,3-BUTADIENE AND 4-TRIMETHYLSILYL-3-METHYL-2-BUTENOATE - PREPARATIONS AND REACTIONS WITH BENZALDEHYDE
BELLASSOUED, M
ENNIGROU, R
GAUDEMAR, M
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 393 (01) : 19 - 25
[4] SYNTHESIS OF 1,1-BIS(TRIMETHYLSILOXY)-1,3-BUTADIENE AND 4-TRIMETHYLSILYL-2-BUTENOATE TRIMETHYLSILYL ESTER AND REACTION WITH BENZALDEHYDE
BELLASSOUED, M
ENNIGROU, R
GAUDEMAR, M
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 338 (02) : 149 - 158
[5] REACTIONS OF KETENE SILYL ACETALS WITH IMINE-COMPLEXES OF TITANIUM TETRACHLORIDE - NEW AND CONVENIENT ROUTES TO 5,6-DIHYDRO-2-PYRIDONES AND 5-AMINO-2-ALKENOATES
BRANDSTADTER, SM
OJIMA, I
[J]. TETRAHEDRON LETTERS, 1987, 28 (06) : 613 - 616
[6] CANCEILL J, 1967, B SOC CHIM FR, P1024
[7] REACTION OF SILYL KETENE ACETALS WITH N-TRIMETHYLSILYL IMINES - A ROUTE TO N-UNSUBSTITUTED AZETIDIN-2-ONES
COLVIN, EW
MCGARRY, DG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (09) : 539 - 540
[8] DARDOIZE F, 1973, B SOC CHIM FR II-CH, P1668
[9] KETENE BIS(TRIMETHYLSILYL) ACETALS - CROSS-ALDOL TYPE CONDENSATION-REACTIONS WITH ALDEHYDES AND SCHIFF-BASES
DUBOIS, JE
AXIOTIS, G
[J]. TETRAHEDRON LETTERS, 1984, 25 (20) : 2143 - 2146
[10] ELBORGI A, 1988, CR ACAD SCI II, V307, P1805

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