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. Author manuscript; available in PMC: 2010 Jun 3.
Published in final edited form as: J Am Chem Soc. 2009 Jun 3;131(21):7230–7231. doi: 10.1021/ja9026852

Scheme 1.

Scheme 1

Effects of α-alkyl substitution on stereoselectivity

In general, reactions were carried out in hexane at −78 °C with 0.5 mol% Rh2(S-PTTL)4 a Isolated yield with 3 equiv. diazo compound and limiting alkene. bIsolated yield with 1.1 equiv of alkene and limiting diazo compound. cThe yield and ee of 3 dropped in reactions carried out with 3.0 equiv diazoester at 0 °C (54%, 88% ee) and 25 °C (43%, 85% ee).