1. LAH reduce ester to alcohol.
Then
1. two electron reduction
MsCl/TEA converts the alcohol to a leaving group. Then LAH or NaBH4/high temp will remove the MsO.
note: a more gentle condition: NaBH4/t-BuOH/DME refluxing temp will not touch nitrile.
2. One electron reduction
xanthate then aibn.
note: usually selectivity between sec-OH and tert-OH is good.
Sunday, May 18, 2008
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