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Cyclobutanone reaction with Grignard reagent

Chiral 2,2-disubstituted cyclobutanones have been obtained by asymmetric rearrangement of chiral sulfinyl- 177,178 and sulfanylcyclopropanes.179 Using readily available cyclopropyl 4-tolyl (/ )-sulfoxide (l),180 the requisite sulfinylcyclopropanes 3 and 3 were obtained by a sequence of lithiation, reaction with carboxylic acid esters and stereoselective addition of Grignard reagents to the ketones 2 thus formed.178 The corresponding sulfanylcyclopropanes 4 and 4 resulted from a sequence of protection, reduction and deprotection.179... [Pg.300]

Cyclobutanone 15 is available, and also very electrophilic, so addition of the vinyl Grignard and dehydration with the rather unusual reagent iodine gave the diene 13. This diene will be used in a Diels-Alder reaction in chapter 17. [Pg.108]

See other pages where Cyclobutanone reaction with Grignard reagent is mentioned: [Pg.823]    [Pg.219]    [Pg.1274]    [Pg.345]    [Pg.1478]    [Pg.501]    [Pg.80]   
See also in sourсe #XX -- [ Pg.539 ]

See also in sourсe #XX -- [ Pg.539 ]



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Cyclobutanone

Cyclobutanones

Grignard reagents reactions

Reaction with Grignard reagents

With Grignard Reagents

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