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. Author manuscript; available in PMC: 2012 Mar 20.
Published in final edited form as: J Org Chem. 2005 Dec 9;70(25):10271–10284. doi: 10.1021/jo051252r

Table 3.

Relationship between Spirodienone Reactivity and Structure.

graphic file with name nihms63118t19.jpg

substratea time (min)b product
graphic file with name nihms63118t20.jpg 10 graphic file with name nihms63118t21.jpg
graphic file with name nihms63118t22.jpg 30 graphic file with name nihms63118t23.jpg
graphic file with name nihms63118t24.jpg 30 graphic file with name nihms63118t25.jpg
graphic file with name nihms63118t26.jpg 180 graphic file with name nihms63118t27.jpg
a

Optimized geometries were obtained through the MMMF force field implemented in Spartan.

b

Duration of ozonolysis.