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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 6.

Catalytic Enantioselective [3+2] Cycloadditions of γ-Substituted Allenes with a Sulfur-Substituted Olefina

graphic file with name nihms312878u7.jpg
entry R ee (%) drb yield (%)c
1 Me 98 7: 1 68
2 graphic file with name nihms312878t7.jpg 97 6: 1 78
3 graphic file with name nihms312878t8.jpg 97 7: 1 90
a

All data are the average of two experiments. The absolute stereochemistry is tentatively assigned by analogy with Table 5.

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 ≥ 8: 1).