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Sodium Borohydride vs Sodium Cyanoborohydride

Started by aleph, October 28, 2003, 12:27:00 AM

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aleph

Anyone have a clue whether sodium borohydride rather than sodium cyanoborohydride will work in Strike's (Total Synthesis II) method #1 (page 98)?

A post I have seen indicates it may be a possibility, but indicates the use of methylamine gas.  I was hoping for the easy reaction in Strike's book without cyanoborohydride.


cublium

Borohydride will work with methylamine just fine althought cyanoborohydride will give slightly higher yields(it doesn't reduce ketone to alcohol,which borohydride does,but only imine to amine).

aleph

Thanks for the info.