Table 2.
Product | TA | R = | % efficiencya |
---|---|---|---|
31 | 6 | OAc | 89 |
32 | 7 | OC(O)C(CH3)2Br | >90 |
33 | 9 | CH2C(O)H | 36 |
34 | 11 | CH2C(O)NHS | 44 |
35 | 12 | CH2CH2OH | 60 |
36 | 13 | CH2CH2Br | >90 |
37 | 14 | CH2CH2SAc | 70 |
38 | 15 | >90 | |
39 | 17 | 69 | |
40 | 18 | 40 |
Efficiency determined from the 1H NMR integral ratio of the phenyl end group protons derived from catalyst 1 to the newly-installed end group protons.