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. Author manuscript; available in PMC: 2011 Dec 3.
Published in final edited form as: Org Lett. 2010 Nov 4;12(23):5506–5509. doi: 10.1021/ol1023745

Table 2.

Distortion and Interaction Energies of Transition States for Cycloadditions of 5-E with Furans.a

furan regioisomer ΔE ΔEdist ΔEint
graphic file with name nihms250726t7.jpg syn 5.4 11.3 −5.9
anti 6.3 14.6 −8.3
graphic file with name nihms250726t8.jpg syn 1.9 13.3 −11.3
anti 7.8 15.6 −7.9
graphic file with name nihms250726t9.jpg syn 4.6 12.1 −7.4
anti 3.9 12.3 −8.4
graphic file with name nihms250726t10.jpg syn 4.4b 15.7 −11.3
anti 4.7 10.4 −5.7
a

Electronic energies in kcal/mol.

b

ΔE predicts syn, but ΔH and ΔG favor anti.