Triethoxyaluminum hydride

Reduction of o /i-unsatin-ated lactams, S,6-dihydro-2-pyridones, with lithium aluminum hydride, lithium alkoxyaluminum hydrides and alane gave the corresponding piperidines. 5-Methyl-5,6-dihydro-2-pyridone (with no substituent on nitrogen) gave on reduction with lithium aluminum hydride in tetrahydrofuran only 9% yield of 2-methylpiperidine, but l,6-dimethyl-5,6-dihydro-2-pyridone and 6-methyl-l-phenyl-5,6-dihydro-2-pyridone afforded 1,2-dimethylpiperidine and 2-methyl-1-phenylpiperidine in respective yields of 47% and 65% with an excess of lithium aluminum hydride, and 91% and 92% with alane generated from lithium aluminum hydride and aluminum chloride in ether. Lithium mono-, di- and triethoxyaluminum hydrides also gave satisfactory yields (45-84%) [7752]. [Pg.170]

Lithium triethoxyaluminum hydride, 68 Lithium trimethoxyaluminum hydride, 62... [Pg.262]

Lithium triethoxyaluminum hydride Aluminate (1-), triethoxyhydro-, lithium (8) Aluminate (1-), triethoxyhydro-, lithium, (1-4), (9) (17250-30-5)... [Pg.37]

Lithium triethoxyaluminum hydride Aluminate (1-), triethoxyhydro-, lithium,... [Pg.163]

Pseudoephedrine amides can be converted directly into highly enantiomerically enriched aldehydes using Brown and Tsuka-moto s lithium triethoxyaluminum hydride reagent (eq... [Pg.489]

Lithium triethoxyaluminum hydride is a more powerful reagent which reduces tert-amides and nitriles to the corresponding aldehydes. ... [Pg.105]

Reducing agents Aluminum hydride. Bis-3-methyl-2-butylborane. n-Butyllithium-Pyridine. Calcium borohydride. Chloroiridic acid. Chromous acetate. Chromous chloride. Chromous sulfate. Copper chromite. Diborane. Diborane-Boron trifluoride. Diborane-Sodium borohydride. Diethyl phosphonate. Diimide. Diisobutylaluminum hydride. Dimethyl sulfide. Hexamethylphosphorous triamide. Iridium tetrachloride. Lead. Lithium alkyla-mines. Lithium aluminum hydride. Lithium aluminum hydride-Aluminum chloride. Lithium-Ammonia. Lithium diisobutylmethylaluminum hydride. Lithium-Diphenyl. Lithium ethylenediamine. Lithium-Hexamethylphosphoric triamide. Lithium hydride. Lithium triethoxyaluminum hydride. Lithium tri-/-butoxyaluminum hydride. Nickel-aluminum alloy. Pyridine-n-Butyllithium. Sodium amalgam. Sodium-Ammonia. Sodium borohydride. Sodium borohydride-BFs, see DDQ. Sodium dihydrobis-(2-methoxyethoxy) aluminate. Sodium hydrosulflte. Sodium telluride. Stannous chloride. Tin-HBr. Tri-n-butyltin hydride. Trimethyl phosphite, see Dinitrogen tetroxide. [Pg.516]

This reduction has been achieved previously with lithium triethoxyaluminum hydride (1,625). [Pg.217]

These relatively mild reducing agents can reduce the carbonyl of a lactone to give a lactol. In one example, 75 (an intermediate in Magnus synthesis of grandisol) was isolated in 97% yield when 74 was reduced with lithium triethoxyaluminum hydride at -20°C. It is known that trialkoxyaluminum hydrides will reduce aldehydes, ketones, esters and acid chlorides before reducing nitriles and amides. [Pg.321]