The subsequent Brook rearrangement to the silyl ether and reduction with lithium aluminium hydride occur with retention so that the final reaction product is the opposite enantiomer of the starting material with opposite sign for specific rotation.
32.
Camphorsultam is often referred to as " Oppolzer's sultam " in reference to Wolfgang Oppolzer and colleagues, who developed the lithium aluminium hydride approach to this compound and pioneered its use in asymmetric synthesis.
33.
Mildly pyrophoric solids ( such as lithium tetrahydridoaluminate ( lithium aluminium hydride ) and sodium hydride ) can be handled in the air for brief periods of time, but the containers must be flushed with inert gas before storage.
34.
Since lithium aluminium hydride is a strong reductant, some over-reduction occurs to give the dihydrido complex, Cp 2 ZrH 2; treatment of the product mixture with methylene chloride converts it to Schwartz's reagent.
35.
In terms of raw material shopping, this taxol molecule consists of the aforementioned Wieland-Miescher ketone, 2-methyl-3-pentanone, lithium aluminium hydride, osmium tetroxide, phenyllithium, pyridinium chlorochromate, the Corey-Chaykovsky reagent and acryloyl chloride.
36.
The reduction catalysts include mixtures of zinc dust and acetic acid, of lithium aluminium hydride with titanium trichloride ( the reducing agent is actually titanium dichloride, formed by the reaction between LiAlH 4 and TiCl 3 ) and of iron ( III ) chloride with butyllithium in tetrahydrofuran.
37.
"' Isomethadol "'is a opioid analgesic with a number of stereoisomers ( viz . alpha and beta forms of dextro, laevo, and racemic isomers for a total of six ) produced by the reduction of d, l-isomethadone with lithium aluminium hydride.
38.
Less common ways of LiH synthesis include thermal decomposition of lithium aluminium hydride ( 200 �C ), lithium borohydride ( 300 �C ), n-butyllithium ( 150 �C ), or ethyllithium ( 120 �C ), as well as several reactions involving lithium compounds of low stability and available hydrogen content.
39.
The second reaction is the organic reduction of " 1, 2-diphenyl-1-propanone " "'2 "'with lithium aluminium hydride, which results in the same reaction product as above but now with preference for the erythro isomer ( "'2a "').