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Hydroxyalkyl cyclopropanols

Condensation of /3-(hydroxyalkyl)cyclopropanols with aldehydes, followed by rearrangement of acetals formed (Scheme 27), is proposed as simple and convenient method for the synthesis of c -2,7-disubstituted oxepan-4-ones <20050L515>. Though the intermediate acetal could be isolated in some cases, the reaction is usually carried out as one-pot procedure with sequential addition of two Lewis acids, Al(OTf)2 and TiCl4. The overall yields range from 50% to 70%. [Pg.67]

Dehydration Dissolution of 2-(a-hydroxyalkyl)cyclopropanols in CF3COOH causes ionization and ring opening, p,y-unsaturated carbonyl compounds are formed. Since the substrates are usually synthesized from conjugated lower homologues, the overall result is a methylene group insertion between the carbonyl group and the a-carbon atom. [Pg.448]

See other pages where Hydroxyalkyl cyclopropanols is mentioned: [Pg.2453]    [Pg.2453]    [Pg.2453]    [Pg.2453]    [Pg.138]    [Pg.139]    [Pg.2453]    [Pg.2453]    [Pg.2453]    [Pg.2453]    [Pg.138]    [Pg.139]    [Pg.89]    [Pg.64]    [Pg.64]    [Pg.64]   
See also in sourсe #XX -- [ Pg.395 ]

See also in sourсe #XX -- [ Pg.395 ]



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Cyclopropanol

Cyclopropanols

Hydroxyalkyl

Hydroxyalkylation

Hydroxyalkylations

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