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. 2006 Jun 5;103(24):8928–8933. doi: 10.1073/pnas.0601687103

Table 5.

Aza–Baylis–Hillman type CDC reactionInline graphic

Entry Ar R Product Yield, %*
1 Ph Acyl 16a 53 (30)
2 Ph CN 16b 61 (58)
3 4-MeOC6H4 Acyl 16c 31 (29)
4 4-MeOC6H4 CN 16d 74 (69)

Tetrahydroisoquinoline (0.2 mmol), alkene (0.4 mmol), TBHP (0.2 mmol, 5.5 M in decane), CuBr (5 mol%), DABCO (10 mol%), and 4-éÅ molecular sieve (60 mg).

*NMR yields are based on tetrahydroisoquinoline and determined by 1H NMR using an internal standard; isolated yields are given in parentheses.