Table 5.
Insertion of asymmetric copper carbenoid C(sp3)–H bonds to prepare thiopyrans 52.
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| diazo compound | R | R1 | time (h) | 52 yield (%) | ee (%) |
| 51a | OCH3 | Ph | 5 | 47 | 98 |
| 51b | OCH3 | 4-tolyl | 5 | 64 | 96 |
| 51c | OCH3 | 4-anisyl | 22 | 56 | 91 |
| 51d | OCH3 | 4-nitrophenyl | 2,5 | – | – |
| 51e | OCH3 | benzyl | 7 | 42 | 96 |
| 51f | OCH3 | ethyl | 16 | 68 | 97 |
| 51g | OBn | octyl | 22 | 66 | 90 |
| 51h | CH3 | Ph | 22 | 30 | 85 |
| 51i | Ph | Ph | 6 | 49 | 97 |
