ABSOLUTELY DIASTEREOSELECTIVE 1,2-NUCLEOPHILIC ADDITION OF ORGANOMETALLIC REAGENTS TO IMINES USING DIENE-IRON TRICARBONYL CHIRALITY

被引：23

作者：

TAKEMOTO, Y ^{[1
]}

TAKEUCHI, J ^{[1
]}

IWATA, C ^{[1
]}

机构：

[1] OSAKA UNIV,FAC PHARMACEUT SCI,1-6 YAMADA OKA,SUITA,OSAKA 565,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 38期

关键词：

D O I：

10.1016/S0040-4039(00)61730-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Imino-E,E-butadiene-iron tricarbonyl complex 1 reacts with various organometallic nucleophiles in a stercoselective manner, and especially by use of organocerium reagents, only single diastereomers 2 were obtained in good yields.

引用

页码：6069 / 6072

页数：4

共 27 条

[1] MODEL REACTIONS FOR STERICALLY CONTROLLED SYNTHESES OF CYCLOHEX-2-ENONES WITH 4,4-QUATERNARY OR 5,5-QUATERNARY CENTERS - A DIRECT CHIRAL SYNTHESIS OF 4-ALLYL-4-CYANOCYCLOHEX-2-ENONE FROM THE ANION OF (+)-TRICARBONYL(5-CYANO-2-METHOXYCYCLOHEXA-1,3-DIENE)IRON [J].

BIRCH, AJ ;

KELLY, LF .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (05) :712-714

[2] CONFORMATIONAL ANALYSIS OF TRICARBONYL(DIENE)IRON COMPOUNDS [J].

CLINTON, NA ;

LILLYA, CP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (10) :3058-&

[3] THE USE OF CIRCULAR-DICHROISM FOR THE DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF CHIRAL BUTADIENE-TRICARBONYL IRON COMPLEXES [J].

DJEDAINI, F ;

GREE, D ;

MARTELLI, J ;

GREE, R ;

LEROY, L ;

BOLARD, J ;

TOUPET, L .

TETRAHEDRON LETTERS, 1989, 30 (29) :3781-3784

[4] MODEL STUDIES TOWARD THE SYNTHESIS OF LEUKOTRIENES - HETERO-DIELS-ALDER REACTIVITY OF TRICARBONYL(DIENE)IRON COMPLEXES [J].

DONALDSON, WA ;

TAO, CL ;

BENNETT, DW ;

GRUBISHA, DS .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (14) :4563-4566

[5]

ENDERS D, 1993, J HELV CHIM ACTA, V76, P402

[6]

FRANCKNEUMANN M, 1990, SYNLETT, P641

[7] THE ALDOL CONDENSATION REACTION OF DIENE (TRICARBONYL) IRON COMPLEXES - FROM METAL COORDINATED TRIMETHYLSILYL ENOL ETHERS TO POLYOLS OF KNOWN CONFIGURATION [J].

FRANCKNEUMANN, M ;

COLSON, PJ ;

GEOFFROY, P ;

TABA, KM .

TETRAHEDRON LETTERS, 1992, 33 (14) :1903-1906

[8]

FRANCKNEUMANN M, 1990, SYNLETT, P637

[9] STEREOSELECTIVE AND ENANTIOSELECTIVE SYNTHESIS OF CIS-HEMICARONIC AND TRANS-HEMICARONIC ALDEHYDES AND OF DIENIC CHRYSANTHEMIC DERIVATIVES VIA IRON COMPLEXES [J].

FRANCKNEUMANN, M ;

MARTINA, D ;

HEITZ, MP .

TETRAHEDRON LETTERS, 1982, 23 (34) :3493-3496

[10]

FRANCKNEUMANN M, 1987, ORGANOMETALLICS ORGA, P247

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