PREPARATION AND REACTIONS OF ALKOXY ALLYLIC ZIRCONIUM REAGENTS DERIVED FROM ACETALS OF ALPHA, BETA-UNSATURATED ALDEHYDES - REMARKABLE SUBSTITUENT EFFECTS ON REGIOSELECTIVITY

被引：37

作者：

ITO, H ^{[1
]}

TAGUCHI, T ^{[1
]}

HANZAWA, Y ^{[1
]}

机构：

[1] TOKYO COLL PHARM, 1432-1 HORINOUCHI, HACHIOJI, TOKYO 19203, JAPAN

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 51期

关键词：

ZIRCONOCENE; ALKOXY ALLYLIC ZIRCONIUM REAGENT; ALLYLIC 1,2-DIOLS; HOMOENOLATE ANION;

D O I：

10.1016/S0040-4039(00)74766-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkoxy allylic zirconium reagents, prepared from acetals of alpha,beta-unsaturated aldehydes and ''Cp2Zr'', react with carbonyl compounds to give 1,2-diols or gamma-hydroxy aldehyde derivatives.

引用

页码：7873 / 7876

页数：4

共 23 条

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[2] AN ANOMALOUS CASE OF DIASTEREOFACIAL SELECTIVITY IN THE ADDITION OF CHIRAL ALLYLSTANNANES TO BENZALDEHYDE - IS THE INSIDE ALKOXY EFFECT INVOLVED
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[3] REMARKABLE INCREASE IN THE DIASTEREOFACIAL SELECTIVITY OF THE ADDITION OF BETA-METHYL ALPHA-(ALKOXY)ALLYLSTANNANE TO ALDEHYDES - SUBSTITUENT EFFECTS ON DIASTEREOFACIAL SELECTIVITY
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[J]. TETRAHEDRON LETTERS, 1991, 32 (01) : 13 - 16
[4] METALATED NITROGEN DERIVATIVES OF CARBONIC-ACID IN ORGANIC-SYNTHESIS .28. THE HOMOALDOL REACTION, OR HOW TO OVERCOME PROBLEMS OF REGIO-SELECTIVITY AND STEREO-SELECTIVITY
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[5] STEREOSELECTIVE FORMATION OF CARBON CARBON BONDS THROUGH METAL CATALYSIS - THE ZIRCONIUM-CATALYZED ETHYLMAGNESATION REACTION
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[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) : 5079 - 5080
[6] STEREOSELECTIVE ZIRCONIUM-CATALYZED ETHYLMAGNESATION OF HOMOALLYLIC ALCOHOLS AND ETHERS - THE INFLUENCE OF INTERNAL LEWIS-BASES ON SUBSTRATE REACTIVITY
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[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (23) : 8950 - 8952
[7] PREPARATION AND REACTIONS OF ALLENIC ZIRCONIUM SPECIES FROM PROPARGYLIC ETHER DERIVATIVES
ITO, H
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[J]. TETRAHEDRON LETTERS, 1992, 33 (26) : 3769 - 3772
[8] PREPARATION AND REGIOSELECTIVE AND DIASTEREOSELECTIVE REACTIONS OF ALLYLIC ZIRCONIUM REAGENTS FROM ALLYLIC ETHER DERIVATIVES
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[J]. TETRAHEDRON LETTERS, 1992, 33 (10) : 1295 - 1298
[9] ZIRCONIUM-MEDIATED DIASTEREOSELECTIVE COUPLING REACTIONS OF CHIRAL ALDIMINE - REMARKABLE TEMPERATURE-DEPENDENCE OF CHIRAL INDUCTION
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[J]. TETRAHEDRON LETTERS, 1992, 33 (31) : 4469 - 4472
[10] STEREOSELECTIVE ACYCLIC SYNTHESIS VIA ALLYL METALS - VICINAL DIOLS FROM GAMMA-ALKOXYALLYLALUMINIUM COMPOUNDS AND ALDEHYDES OR KETONES
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