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. Author manuscript; available in PMC: 2012 Aug 10.
Published in final edited form as: J Am Chem Soc. 2011 Jul 18;133(31):12293–12297. doi: 10.1021/ja2049012

Table 5.

Catalytic Enantioselective [3+2] Cycloadditions of γ-Substituted Allenes with an Oxygen-Substituted Olefina

graphic file with name nihms312878u6.jpg
entry R ee (%) drb yield (%)c
1 Me 96 10: 1 79
2 n-Pr 89 11: 1 85
3 graphic file with name nihms312878t6.jpg 86 12: 1 83
a

All data are the average of two experiments. For the determination of structure, including stereochemistry, see the Supporting Information.

b

Determined by 1H NMR analysis of the unpurified reaction mixture; for each cycloaddition, the ratio of regioisomers is ≥20:1.

c

Yield of purified product (dr ≥ 12: 1).