1,3-SYN DIASTEREOSELECTIVE REDUCTION OF BETA-HYDROXYKETONES WITH DIISOBUTYLALUMINUM HYDRIDE AND TRIBUTYLTIN HYDRIDE

被引:151
作者
KIYOOKA, S
KURODA, H
SHIMASAKI, Y
机构
关键词
D O I
10.1016/S0040-4039(00)84703-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:3009 / 3012
页数:4
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[1]   C-13 MAGNETIC-RESONANCE STUDIES OF CYCLIC-COMPOUNDS .2. C-13 CHEMICAL-SHIFT PARAMETERS FOR EQUATORIAL AND AXIAL SUBSTITUENTS IN CYCLOHEXANE - SUBSTITUENTS METHYL, ETHYL, ISOPROPYL, METHOXY AND PHTHALIMIDO [J].
BOOTH, H ;
EVERETT, JR ;
FLEMING, RA .
ORGANIC MAGNETIC RESONANCE, 1979, 12 (02) :63-66
[2]   REDUCTION BY TRIBUTYLTIN HYDRIDE OF CARBONYL-COMPOUNDS ADSORBED ON SILICA-GEL - SELECTIVE REDUCTION OF ALDEHYDES [J].
FUNG, NYM ;
MAYO, PD ;
SCHAUBLE, JH ;
WEEDON, AC .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (20) :3977-3979
[3]   SYNTHESIS OF NONACTIC ACID [J].
GERLACH, H ;
WETTER, H .
HELVETICA CHIMICA ACTA, 1974, 57 (07) :2306-2321
[4]   ACYCLIC STEREOSELECTION .4. ASSIGNMENT OF STEREOSTRUCTURE TO BETA-HYDROXYCARBONYL COMPOUNDS BY C-13 NUCLEAR MAGNETIC-RESONANCE [J].
HEATHCOCK, CH ;
PIRRUNG, MC ;
SOHN, JE .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (24) :4294-4299
[5]   ACYCLIC STEREOSELECTION .22. DIASTEREOFACIAL SELECTIVITY IN THE LEWIS ACID MEDIATED REACTIONS OF ALLYLSILANES WITH CHIRAL ALDEHYDES AND ENONES [J].
HEATHCOCK, CH ;
KIYOOKA, S ;
BLUMENKOPF, TA .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (22) :4214-4223
[6]   DIASTEREOFACIAL SELECTIVITY IN THE LEWIS ACID MEDIATED REACTIONS OF ALLYLSILANE WITH CHIRAL BETA-ALKOXY ACETAL [J].
KIYOOKA, S ;
SASAOKA, H ;
FUJIYAMA, R ;
HEATHCOCK, CH .
TETRAHEDRON LETTERS, 1984, 25 (46) :5331-5334
[7]   REDUCTION OF SOME ALDEHYDES AND KETONES WITH ORGANOTIN HYDRIDES [J].
KUIVILA, HG ;
BEUMEL, OF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (05) :1246-&
[8]   A REITERATIVE ROUTE TO CHIRAL ALL-SYN-1,3-POLYOLS [J].
LIPSHUTZ, BH ;
KOZLOWSKI, JA .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (06) :1147-1149
[9]   SYNTHESIS OF SACCHARIDES AND RELATED POLYHYDROXYLATED NATURAL-PRODUCTS .2. SIMPLE DEOXYALDITOLS [J].
MA, P ;
MARTIN, VS ;
MASAMUNE, S ;
SHARPLESS, KB ;
VITI, SM .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (07) :1378-1380
[10]   STEREOSELECTIVE REDUCTION OF BETA-HYDROXYKETONES TO 1,3-DIOLS - HIGHLY SELECTIVE 1,3-ASYMMETRIC INDUCTION VIA BORON CHELATES [J].
NARASAKA, K ;
PAI, FC .
TETRAHEDRON, 1984, 40 (12) :2233-2238