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. 2014 Feb 19;79(6):2601–2610. doi: 10.1021/jo500050n

Table 3. Scope of Sulfone-Substituted Glutaric Anhydride 3b with Various Imines.

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entry product R1 R2 yield
1 13a CH3 Ph 80%b
2 13b i-Pr Ph 84%
3 13c Bn Ph 85%b
4 13d CH2CCH Ph 74%b
5 13e CH2CH=CH2 Ph 89%b
6 13f Ph Ph 72%b
7 13g n-Pr Ph 91%b
8 13h i-Pr (E)-PhCHCH 68%
9 13i n-Pr 4-MeOC6H4 69%
10 13j n-Pr 4-ClC6H4 87%b
11 13k n-Pr 2-EtC6H4 61%b
12 13l n-Pr 3,5-(MeO)2C6H3 64%
13 13m n-Pr 2-furyl 75%
a

Determined by 1H NMR spectroscopy.

b

Yield using commercially available or purified imine.