N-METALLO IMINES - A NEW APPROACH TO ALPHA-AMINO ALCOHOLS FROM ALDEHYDES

被引：40

作者：

CAINELLI, G ^{[1
]}

GIACOMINI, D ^{[1
]}

MEZZINA, E ^{[1
]}

PANUNZIO, M ^{[1
]}

ZARANTONELLO, P ^{[1
]}

机构：

[1] CNR,CSFM,I-40126 BOLOGNA,ITALY

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 25期

关键词：

ALPHA-HYDROXY-N-TRIMETHYLSILYLIMINES; 1,2-AMINOLS; DIASTEREOSELECTIVE ADDITION TO THE AZOMETHINE CARBON;

D O I：

10.1016/0040-4039(91)80664-R

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of lithium alkyls or Grignard reagents to the in situ generated 0-protected alpha-hydroxy-N-trimethylsilylimines proceeds in good yields and highly stereocontrolled manner to produce 1,2-aminols.

引用

页码：2967 / 2970

页数：4

共 30 条

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[2] A SYNTHETIC APPROACH TO AZETIDINONES FROM NITRILES AND LITHIUMTRIETHOXYALUMINUM HYDRIDE
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[3] REACTION OF SILYLIMINES WITH ESTER ENOLATES - SYNTHESIS OF N-UNSUBSTITUTED AZETIDINONES STARTING FROM NITRILES
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[4] SCOPE AND LIMITATIONS OF THE REDUCTIVE COUPLING OF AROMATIC ALDIMINE DERIVATIVES WITH FORMATION OF 1,2-DIARYLETHYLENEDIAMINE UNITS, USING LOW-VALENT TITANIUM REAGENTS
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[5] SYNTHESIS OF OPTICALLY-ACTIVE ETHANOLAMINES
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[6] STEREOCONTROLLED TOTAL SYNTHESIS OF THE CHIRAL BUILDING BLOCK (3S,4R)-3-[(R)-1-HYDROXYETHYL]-4-ACETYLOXY-AZETIDIN-2-ONE - A USEFUL SYNTHON FOR THE SYNTHESIS OF (+)-THIENAMYCIN, CARBAPENEMS AND PENEMS
CAINELLI, G
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[J]. TETRAHEDRON LETTERS, 1985, 26 (07) : 937 - 940
[7] BETA-LACTAMS FROM ESTER ENOLATES AND SILYLIMINES - ENANTIOSELECTIVE SYNTHESIS OF (+)-PS-5
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[8] METALLO-IMINES - USEFUL REAGENTS IN ORGANIC-SYNTHESIS
CAINELLI, G
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ANDREOLI, P
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BANDINI, E
[J]. PURE AND APPLIED CHEMISTRY, 1990, 62 (04) : 605 - 612
[9] STUDIES ON N-METALLO IMINES - SYNTHESIS OF N-UNSUBSTITUTED AZIRIDINES FROM N-TRIMETHYLSILYL IMINES AND LITHIUM ENOLATES OF ALPHA-HALO ESTERS
CAINELLI, G
PANUNZIO, M
GIACOMINI, D
[J]. TETRAHEDRON LETTERS, 1991, 32 (01) : 121 - 124
[10] CAINELLI G, 1990, TETRAHEDRON LETT, V32, P3481

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