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. Author manuscript; available in PMC: 2011 Mar 5.
Published in final edited form as: J Org Chem. 2010 Mar 5;75(5):1795–1798. doi: 10.1021/jo902697g

Table 4.

Enantioselective Carbonyl Crotylation of Furfurals via Iridium Catalyzed Transfer Hydrogenation.a

graphic file with name nihms177153u5.jpg
Entry Furan Methanol Product IsolatedYield(dr) ee (%)
1 R = H, 1a 4a 72%, >20:1 97 (R,R)
2 R = Me, 1b 4b 79%, >20:1 94 (R,R)
3 R = Ar, 1c 4c 94%, >20:1 99 (R,R)
a

As described for Table 1.