Examples:
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M. H. Haukaas, G. A. O’Doherty, Org. Lett. 2002, 4, 1771. |
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D. A. Frey, C. Daun, T. Hudlicky, Org. Lett. 1999, 1, 2085. |
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E. J. Corey, J. P. Dittame, J. Am. Chem. Soc. 1985, 107, 256. |
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E. J. Corey, H. Yamamoto, J. Am. Chem. Soc. 1970, 90, 6636. |
2.4.3 Silanes
Silane hydrides can be used for the reduction of carbonyls and alkenes. Addition of transition metal salts such as ZnCl2 or copper salts to the silane facilitates the reduction (Scheme 7).
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Scheme 7 |
Asymmetric reduction involving silanes is possible when a chiral additive is used. For an example, acetophenone can be reduced to (R)-phenyl ethanol with good enantioselectivity in the presence of chiral ligand (Scheme 8).
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Scheme 8 |