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Sulfides alcohol conversion gives

The thermoset polymers are usually obtained in quantitative yields. They are tough and can be molded into clear, tough films. Reaction of the polycarbodiimides with mono amines gives rise to the formation of polyguanidines. Also, conversion into polyureas with water, polythioureas with hydrogen sulfide and poly(O-alkylisoureas) with alcohols is known. ... [Pg.244]

The main applications of oxidation with chromium trioxide are transformations of primary alcohols into aldehydes [184, 537, 538, 543, 570, 571, 572, 573] or, rarely, into carboxylic acids [184, 574], and of secondary alcohols into ketones [406, 536, 542, 543, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584]. Jones reagent is especially successful for such oxidations. It is prepared by diluting with water a solution of 267 g of chromium trioxide in a mixture of 230 mL of concentrated sulfuric acid and 400 mL of water to 1 L to form an 8 N CrOj solution [565, 572, 579, 581, 585, 556]. Other oxidations with chromic oxide include the cleavage of carbon-carbon bonds to give carbonyl compounds or carboxylic acids [482, 566, 567, 569, 580, 587, 555], the conversion of sulfides into sulfoxides [541] and sulfones [559], and the transformation of alkyl silyl ethers into ketones or carboxylic acids [590]. [Pg.22]

Another chromium(VI) oxidant for the preparation of uronic acids is PDC [28]. The oxidation is carried out in an aprotic solvent like dimethylformamide (DMF) or dichloromethane. Acetals and sulfides are stable under these conditions [59]. Although PDC is also used for oxidation of primary alcohols to aldehydes, use of a larger excess and/or a longer reaction time will give the carboxylic acid [60]. PDC can be further activated by addition of acetic anhydride which will shorten the reaction time [61]. If tert-butanol is added to the reaction, the terf-butyl ester can be obtained directly as shown by the conversion of 15 into 16 (O Scheme 5) [62]. Presumably, the intermediate aldehyde forms a hemiacetal with terf-butanol which is then further oxidized to the ester. [Pg.187]

C.ii. Ozonides. Ozonolysis is a powerful method for cleaving alkenes to carbonyl products (sec. 3.7.B). Ozonolysis of alkenes initially generates an ozonide that can be reduced by a variety of reagents. Dimethyl sulfide or zinc in acetic acid are the most common reagents for the reduction of an ozonide to an aldehyde or ketone. Reduction of the ozonide with the more powerful lithium aluminum hydride, however, gives direct conversion to the alcohol. [Pg.316]

Ester 775a has been used as an intermediate in synthesizing substrates that produce 1,2-asymmetric induction in the ketene Claisen rearrangement of allylic sulfides [220] (Scheme 104). Reduction of 775a with diisobutylaluminum hydride gives allylic alcohol 776 (> 94% de). Conversion to thioether 111 is accomplished with thiolacetic acid under Mitsunobu conditions this is followed by saponification of the resulting S-acetyl intermediate and alkylation with isopropyl bromide. [Pg.106]


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