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. Author manuscript; available in PMC: 2014 Jun 12.
Published in final edited form as: J Am Chem Soc. 2013 May 28;135(23):8504–8507. doi: 10.1021/ja403847e

Table1.

Chiral Catalyst Screena

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entry Catalyst 3a:4 Yield 3a (%)b dr (syn/anti)c ee (%)d
1 5a 2:1 25 17:1 −40
2 5b 1:1 42 17:1 −83
3 5c 5:1 70 2:1 −22
4 5d 6:1 60 15:1 −30
5 5e >20:1 16 17:1 95
6 5f >20:1 49 17:1 93

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a

Reactions were conducted with 1.5 equiv of 1 and 1.0 equiv of 2.

b

Isolated yield after chromatography.

c

Diastereoselectivity determined by 1H NMR of the unpurified reaction mixture.

d

Enantiomeric excess was determined by HPLC analysis on a chiral stationary phase.