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À propos de : Novel Method of Three-Carbon Elongation UsingBis(tributylstannyl)propanol        

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  • Novel Method of Three-Carbon Elongation UsingBis(tributylstannyl)propanol
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  • The reaction of Me3SiSnBu3(1) with methyl propiolate in DMF in the presence ofBnEt3NCl gavemethyl 3,3-bis(tributylstannyl)propionate (7) in high yield.Reduction of 7 with LiAlH4followedby treatment with MOMCl gave 3,3-bis(tributylstannyl)propanolderivative 17d in a quantitativeyield, which was a useful reagent for C-3 unit elongation.Treatment of 17d with BuLi in THF inthe presence of HMPA gave α-stannylated carbanion II,which reacted with various electrophiles,such as aldehydes, ketones, esters, and alkyl halides, to give C-3elongation products III.
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