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| 1. |
Supply the missing reagents. |
| Answer» Solution :The overall transformation over TWO steps involves replacing an alcohol HYDROXYL group by a cyano group with inver sion of configuration. To accomplish this, we need to convert the alcohol hydroxyl to a GOOD leaving group in the first step, which we do by making it a methanesulfonate ester (a mesylate) using methanesulfonyl chloride in pyridine. The second step is an `S_(N)2`substitution of the methanesulfonate (mesyl) group, which we do using potassium or sodium cyanide in a POLAR aprotic solvent such as dimethylformamide (DMF). | |