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. Author manuscript; available in PMC: 2009 Nov 12.
Published in final edited form as: J Am Chem Soc. 2008 Oct 21;130(45):14960–14961. doi: 10.1021/ja806979b

Table 2.

Cope Rearrangements

graphic file with name nihms91001f3.jpg
TMM adduct Product Yielda eeb
4a R1 = H, R2 = CO2Et; 5a 75% n.d.
4d R1, R2 =H; 5d 72(85)% 98%
4f R1 = OAc, R2 =H; 5f 72(86)% n.d.
a

Isolated yield, yield in parenthesis is based on recovered starting material.

b

ee determined by chiral HPLC, n.d. = not determined.