反应详情

A solution (E)-N-(1,4-dioxaspiro[4.5]decan-8-ylmethylene)-2-methylpropane-2-sulfinamide (1.89 g, 5.53 mmol), prepared in Example 11, step A, in dry THF (48 mL) was treated with a solution of vinylmagnesiumm chloride (10.4 mL, 16.6 mmol, 1.6 N in THF) dropwise at ambient temperature under argon. After the complete addition, the reaction mixture was allowed to stir at room temperature and for 3 hours and then quenched at 0° C. by the cautious addition of saturated ammonium chloride solution. After extraction with ethyl acetate, the organic layer was concentrated in vacuo and the residue purified by flash chromatography (silica gel, 0-5% MeOH/Ethyl Acetate) to afford the product as a mixture of disatereomers.

1. additionAfter the complete addition
2. customquenched at 0° C. by the cautious addition of saturated ammonium chloride solution
3. extractionAfter extraction with ethyl acetate
4. concentrationthe organic layer was concentrated in vacuo
5. customthe residue purified by flash chromatography (silica gel, 0-5% MeOH/Ethyl Acetate)
6. customto afford the product
7. additionas a mixture of disatereomers