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Dieter Seebach Manat Pohmakotr Christian Schregenberger Beat Weidmann Raghao S. Mali Srisuke Pohmakotr 《Helvetica chimica acta》1982,65(2):419-450
The dienone-dianion derivatives 1 react with all types of electrophiles tested (alkyl halide, silyl chloride, ester, ketone, aldehyde, epoxide) to give β, γ-unsaturated carbonyl compounds of type A (see Formulae 2 – 6 , 13 , 14 and Tables 1–5). The α- and β-hydroxyalkylation products obtained from 1a – 1d can be converted to tetra-hydrofuran and tetrahydropyran derivatives 7 and 16 , respectively (Tables 1 and 2), those from the sulfur analogues 1e and 1f to ketene thioacetals 9 and to dienone derivatives 10 and 12. The t-butyl and α-hydroxy-ketones are cleaved to give nitriles, amides, carboxylic acids and esters (Formulae 16 - 25 ). The reagents 1 allow to synthesize products with distant functional groups in one step (cf. 1,8-diketones 14 and Formulae 26 – 30 ); they correspond to the d5-synthons 31 – 33 ; in Table 6, they are compared with other d5-reagents. 相似文献
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