Page 169 - Catalysts for Fine Chemical Synthesis Vol 1 - Robert & Poignant
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156 hydrolysis, oxidation and reduction
strictly anhydrous conditions. Table 11.4 gives some substrates that can be
reduced by the three catalysts described above. Each catalyst can give good
results depending on the nature of the substrate. However, considering the
results and the commercially availability, the reduction of ketones with Corey's
catalyst is the easiest method to use.
Table 11.4 Catalytic reduction of ketones by nonmetallic catalysts (results according
to the relevant publications).
H Ph
H Ph NH OH
Ph Ar
N OH O S
N Ph Ar
P O Ph
B O Ar
Me Ar
Oxaza Oxaza Hydroxy
borolidines [7] phosphinamides [13] sulfoximines [14]
ee % Yield %, ee % ee %
(configuration) (configuration) (configuration)
O
CH 3 96.5 (R)* 83, 88 (R) 76 (R)
O
Et 96.7 (R) 76, 77 (R) 73 (R)
O
Cl
95.3 (S) 91, 94.4 (S)* 84 (S)*
O
86 (R) 81, 82 (R) _
O
84 (R) 87, 67 (R) _
CH 3
O
97.3 (R) 65-86 (R) _
CH 3
* Reaction validated
