Silanes as hydride donors

Later, Lawrence and coworker obtained somewhat better results by employing silanes as hydride donors and cinchona-based ammonium fluorides as nucleophilic catalysts (Scheme 5.29) [36], Among the N-alkylated quinine and quinidine fluorides screened in their study, the N-benzylquinidinium fluoride 40 was identified as the... 

In 1992 the Bullock and Norton groups reported the reduction of aldehydes and ketones under similar conditions, and isolated an isopropyl alcohol complex formed thereby (eq 44) [75] similar results have recently been reported with H2Re(NO)(CO)(PR3)2/CFjC02H by Bakhmutov and co-workers [76]. These reactions resemble the ionic hydrogenations long known with silanes as hydride donors [77],... 

Using transition metal hydrides, rather than the H-Si bond of silanes, as hydride donors offers several significant advantages. The steric and electronic properties... 

Generally, these reductions can be divided in two classes vide supra), similarly to the C=0 reductions. The first and more prominent type makes use of silanes as hydride donors and chiral Lewis bases as their activators. The second type is based on the combination of Hantzsch esters and chiral Brpnsted acids. 

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See also in sourсe #XX -- [ , ]

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