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. Author manuscript; available in PMC: 2018 Mar 15.
Published in final edited form as: J Am Chem Soc. 2017 Mar 2;139(10):3647–3650. doi: 10.1021/jacs.7b01124

Table 2.

Isocyanohydrin installation.a

graphic file with name nihms949311u3.jpg
R1 / R2 Conditions [N] R1 / R2 A:B:C:D
OTFA / Me TMSCN, Sc(OTf)3 [NC] OTFA / Me 83:0:17:0
OH / Me TMSCN, Sc(OTf)3 [NC] OTMS / Me 100:0:0:0
Me / NC TMSCN, Sc(OTf)3 [NC] Me / NC 61:0:39:0
Me / NHCHO TMSCN, Sc(OTf)3 [NC] Me / NHCHO 54:31:0:15
Me / NC NH3, MeOH [NH2] Me / NC 100:0:0:0
a

Any silylethers were converted to alcohols with TBAF.