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Tetrahydropyran-2,3-diester

A significant feature in the synthesis of 2,2-disubstituted tetrahydropyrans from diethyl malonate is the selective chlorination by trifluoromethanesulfonyl chloride of carbanions which can be formed using triethylamine or DBU as the base (79TL3645). Monoalkylation of the diester with l-bromo-4-tetrahydropyranyloxybutane leads to the alcohol (237 R = H)... [Pg.775]

Improved directions for the preparation of dihalides by this method have been described. Since w-acetoxyamyl chloride is readily available by the ring opening of tetrahydropyran with acetyl chloride, an attractive route for making pentamethylene chlorobromide is afforded by reaction of this ester with hydrobromic acid (82%). Other diesters have been cleaved to furnish dihalides, the procedure being particularly valuable for obtaining sterically pure a-dibromides. . ... [Pg.50]

See other pages where Tetrahydropyran-2,3-diester is mentioned: [Pg.365]    [Pg.13]    [Pg.2032]    [Pg.2076]    [Pg.2083]    [Pg.365]    [Pg.2076]    [Pg.175]    [Pg.187]    [Pg.188]    [Pg.2032]    [Pg.2076]    [Pg.2083]    [Pg.2153]    [Pg.156]    [Pg.1038]    [Pg.1060]    [Pg.1297]    [Pg.2398]    [Pg.281]    [Pg.257]    [Pg.386]    [Pg.388]   
See also in sourсe #XX -- [ Pg.365 ]



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Tetrahydropyrane

Tetrahydropyranes

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