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Comparison of Rates of Lithium Chloride and Bromide Addition to NALG Sulfonate Esters 4 versus Analogous Tosylates
| reaction time in hours (% yield)a |
||||
|---|---|---|---|---|
| Entry | RO | LiCl | LiBr | |
| 1 |
|
4a | 8(94) | 2(96) |
| 2 | TsOR | 22(54)b | 11(81) | |
| 5 |
|
4b | 6(96) | 1(97) |
| 6 | TsOR | 24(5)b | 24(95) | |
| 7 |
|
4c | - | 16(98) |
| 8 | TsOr | - | 70(0)b | |
Isolated yield.
Significant starting material recovered.
