Table 1.
Product | TA | R = | % efficiencya |
---|---|---|---|
19 | 6 | OAc | 97 |
20 | 7 | OC(O)C(CH3)2Br | >98 |
21 | 9 | CH2C(O)H | 59 |
22 | 11 | CH2C(O)NHS | 80 |
23 | 12 | CH2CH2OH | 97 |
24 | 13 | CH2CH2Br | >98 |
25 | 14 | CH2CH2SAc | 91 |
26 | 15 | >98 | |
27 | 17 | 93 | |
28 | 18 | >98 |
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.