Abstract:Alkenyl gold complexes are common intermediates in gold‐catalyzed transformations of allenes and alkynes, and numerous methods for their functionalization have been explored. Particularly valuable are cross‐coupling reactions, which result in the formation of a new C–C bond. Several strategies are known that enable α‐selective cross‐coupling of alkenyl gold complexes with aryl, allyl, or acyl coupling partners. We describe the direct β‐selective cross‐coupling of alkenyl gold complexes with simple alkyl electr… Show more
“…This procedure provides an alternative, milder, method to reduce carboxylic acids when incompatible with LiAlH 4 . Thus, this procedure should also be applicable to fluorinated derivatives 5n and 5o and has previously been demonstrated in the literature 21 , 22 . Figure 7 Borane reduction of 4-nitro 5b and 2-bromo 5k derivatives.…”
Methodology has been developed for the synthesis of 3-propanaldehydes through a five-step process in 11–67% yield from aldehydes. Aldehydes were reacted with Meldrum’s acid through a Knoevenagel condensation to give materials that upon reduction with sodium borohydride and subsequent hydrolysis decarboxylation generated the corresponding 3-propanoic acid derivatives. The -propanoic acid derivatives were reduced to give 3-propanol derivatives, which were readily oxidised to target 3-propanal derivatives.
“…This procedure provides an alternative, milder, method to reduce carboxylic acids when incompatible with LiAlH 4 . Thus, this procedure should also be applicable to fluorinated derivatives 5n and 5o and has previously been demonstrated in the literature 21 , 22 . Figure 7 Borane reduction of 4-nitro 5b and 2-bromo 5k derivatives.…”
Methodology has been developed for the synthesis of 3-propanaldehydes through a five-step process in 11–67% yield from aldehydes. Aldehydes were reacted with Meldrum’s acid through a Knoevenagel condensation to give materials that upon reduction with sodium borohydride and subsequent hydrolysis decarboxylation generated the corresponding 3-propanoic acid derivatives. The -propanoic acid derivatives were reduced to give 3-propanol derivatives, which were readily oxidised to target 3-propanal derivatives.
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