Skip to main content
. Author manuscript; available in PMC: 2010 Aug 26.
Published in final edited form as: J Am Chem Soc. 2009 Aug 26;131(33):11640–11641. doi: 10.1021/ja9026902

Table 1.

Development of Organo-SOMO Aldehyde α-Arylation.

graphic file with name nihms135810f1.jpg
entry oxidant catalyst (Ar) % yielda % eeb
1 CAN Ph, 2 (30 mol %) 63 84
2 [Fe(phen)3]·(PF6)3 Ph, 2 (30 mol %) 60 92
3c [Fe(phen)3]· PF6)3 Ph, 2 (30 mol %) 85 92
4c [Fe(phen)3]·(PF6)3 Ph, 2 (20 mol %) 61 90
5c [Fe(phen)3]·(PF6)3 1-Naphth, 5 (20 mol %) 70 97
6c,d [Fe(phen)3]·(PF6)3 1-Naphth, 5 (20 mol %) 80 98
a

Isolated yields of the corresponding alcohol.

b

Enantiomeric excess determined by chiral HPLC.

c

30 mol % pivalic acid.

d

50 mol % H2O.