An efficient method for alkylation of alcohols with alkyl P,P-diphenyl-N-(methanesulfonyl)phosphinimidates

Chemistry Letters

Volumn 34, Issue 7, 2005, Pages 1016-1017

  Aoki, Hidenori ^a,b   Mukaiyama, Teruaki ^a,b  

^a KITASATO INSTITUTE   (Japan)

^b KITASATO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 26044438225     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2005.1016     Document Type: Article

References (14)

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11. Preparation of alkyl diphenylphosphinites, see: K. Ikegai, W. Pluempanupat, and T. Mukaiyama, Chem. Lett., 34, 638 (2005).
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14. Synthetic procedure for benzyl P,P-diphenyl-N-(methanesulfonyl) phosphinimidate is as follows: methanesulfonyl chloride (10 mmol) was dissolved in DMF (10 mL) at 0°C and was stirred for 1 h at 0°C. Then, sodium azide (11 mmol) was added to the mixture at 0°C to stir for 2 h at 0°C. After warming up the reaction mixture to room temperature, a solution of benzyl diphenylphosphinite (10 mmol) in dichloromethane (10 mL) was added dropwise and the solution was kept stirring for 1 h at room temperature and chloroform was added. Then, the mixture was washed with water and brine and the organic layer was dried over anhydrous sodium sulfate. After filtration and evaporation, the resulted crude solid was washed by diethyl ether to afford the desired product (3.37 g, 87%) as a white solid.