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. Author manuscript; available in PMC: 2008 Aug 17.
Published in final edited form as: J Am Chem Soc. 2006 Apr 12;128(14):4594–4595. doi: 10.1021/ja0607739

Table 2.

Catalytic Enantioselective O-H Insertions: Dependence of ee on the Choice of Alcoholgraphic file with name nihms-58397-f0007.jpg

entry R yield (%)a,b ee (%)a
1 Me 86 69
2 Et 85 87
3 i-Pr 76 68
4 t-Bu <2 -
5 CH2CH2TMS 94 90
6 CH2CF3 <2 -
7 Bn 86 77
8 p-methoxybenzyl 87 82
9 allyl 77 27
10 Ph 56 11c
a

Average of two experiments.

b

Isolated yield.

c

The opposite stereoisomer is produced.