STEREOSELECTIVE FORMATION OF 4-SUBSTITUTED-1,4-DIHYDRONICOTINOYL COMPLEXES UTILIZING THE CHIRAL AUXILIARY [(ETA-5-C5H5)FE(CO)(PPH3)]

被引：13

作者：

BECKETT, RP ^{[1
]}

BURGESS, VA ^{[1
]}

DAVIES, SG ^{[1
]}

WHITTAKER, M ^{[1
]}

机构：

[1] DYSON PERRINS LAB,S PARKS RD,OXFORD OX1 3QY,ENGLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(00)73651-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Completely regio- and stereoselective additions of nucleophiles to (RS)-[(eta5-C5H5)Fe(CO)(PPh3)nicotinoyl] 1 occur at C-4 to give the corresponding nitrogen-stabilized anions which may be quenched by a proton, a chloroformate or dimethylsulphate to give the corresponding 1,4-dihydronicotinoyl complexes as single diastereoisomers.

引用

页码：3617 / 3620

页数：4

共 32 条

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[4] CHIRAL ORGANOMETALLIC NADH MIMICS - HIGHLY STEREOSELECTIVE REDUCTIONS OF ETHYL BENZOYLFORMATE WITH A 1,4-DIHYDRONICOTINOYL FRAGMENT ATTACHED TO THE HOMOCHIRAL AUXILIARY [(ETA-5-C5H5)FE(CO)(PPH3)] AND POSSESSING A HOMOCHIRAL BETA-HYDROXY-CARBOXAMIDE AT C-5
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[7] COMINS DL, 1986, HETEROCYCLES, V24, P3199
[8] ASYMMETRIC-SYNTHESIS VIA THE IRON CHIRAL AUXILIARY [(ETA-5-C5H5)FE(CO)(PPH3)]
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[J]. PURE AND APPLIED CHEMISTRY, 1988, 60 (01) : 13 - 20
[9] CHIRAL ORGANOMETALLIC NADH MIMICS - PREPARATION OF HOMOCHIRAL (R)-(-)-[(ETA-5-C5H5)FE(CO)(PPH2(O-(L)-MENTHYL))]-1-METHYL-1,4-DIHYDRONICOTINOYL AND ASYMMETRIC REDUCTION OF ETHYL BENZOYLFORMATE
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[10] CHIRAL ORGANOMETALLIC NADH MIMICS - STEREOSELECTIVE REDUCTION OF ETHYL BENZOYLFORMATE UTILIZING THE HOMOCHIRAL AUXILIARY [(ETA-5-C5H5)FE(CO)(PPH3)]
DAVIES, SG
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[J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (10) : 725 - 728

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