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Of Peterson reaction

Lithio-2-trimethylsilyl-l,3-dithiane is the most widely utilized reagent for the conversion of ketones and aldehydes to the corresponding ketene dithioacetals (Scheme 2.49) [126-128]. It is used for the synthesis of functionalized 2-alkylidene-1,3-dithianes 79 [129-135]. The 2-alkylidene-l,3-dithianes 79 thus synthesized are useful synthetic intermediates, which are conveniently accessible by means of Peterson reactions, and they can be transformed into various compounds [136, 137]. For example, compounds 79 are converted to the corresponding carboxylic acids, aldehydes, and enones by hydrolysis, hydrogenation followed by hydrolysis, and deprotonation followed by alkylation and hydrolysis, respectively (Scheme 2.49) [138-140]. [Pg.44]

Furthermore, ketene dithioacetals 83 prepared from unsaturated ketones 82 by means of Peterson reactions are converted to the bicydic lactones 84 by treatment with cerium(IV) ammonium nitrate (CAN) in wet acetonitrile (Scheme 2.51) [142]. The oxidative cydization occurs stereosdectively in moderate yields. [Pg.45]


See also in sourсe #XX -- [ Pg.813 ]




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Homer-Emmons reaction advantage of Peterson alkenation

Peterson

Peterson reaction

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