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. Author manuscript; available in PMC: 2015 Sep 29.
Published in final edited form as: J Am Chem Soc. 2015 May 18;137(21):6941–6946. doi: 10.1021/jacs.5b03570

Table 3.

Investigation of diepoxide cascade towards EF Fragment

graphic file with name nihms721751u3.jpg
entry substrate conditions product yield (%)
1 5 [Rh(CO)2Cl]2, THF, rt 11 38a
2 5 [Rh(CO)2Cl]2, Dioxane, 65°C 11 61a
3 5 BF3•OEt2, CH2Cl2, −78°C 11 _b,c
4 5 CSA, CH2Cl2, rt 11 _b,c
5 13 [Rh(CO)2Cl]2, THF, rt 3 21a
6 13 BF3•OEt2, CH2Cl2, −78°C 3 23a
7 13 Yb(OTf)3, CH2Cl2, rt 3 38b
8 13 Eu(OTf)3, CH2Cl2, rt 3 26b
a

Isolated yield.

b

Yield determined by 1H NMR against mesitylene standard.

c

– represents no observed product.