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. Author manuscript; available in PMC: 2011 Aug 18.
Published in final edited form as: J Am Chem Soc. 2010 Aug 18;132(32):11004–11005. doi: 10.1021/ja1056888

Table 2.

Representative ring expansions of cycloadducts.

entry cycloadduct conditionsa product/yield (isolated) dienophilic equivalent
1 A graphic file with name nihms225467t21.jpg
4 		graphic file with name nihms225467t22.jpg
10
2 graphic file with name nihms225467t23.jpg
3f 		B graphic file with name nihms225467t24.jpg
5 		graphic file with name nihms225467t25.jpg
11
3 C graphic file with name nihms225467t26.jpg
6 		graphic file with name nihms225467t27.jpg
12
4 A graphic file with name nihms225467t28.jpg
7
5 graphic file with name nihms225467t29.jpg
3h 		B graphic file with name nihms225467t30.jpg
8
6 C graphic file with name nihms225467t31.jpg
9
a

Key. A: Trimethylsulfoxonium iodide, NaH, DMF, then LiI, THF; B: CF3CH2OH, H2O2.; C: O-Mesitylenesulfonyl-hydroxylamine, CH2Cl2, 0°C, then Al2O3, PhH/MeOH(3:1).