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Grundmann aldehyde synthesis

GRUNDMANN ALDEHYDE SYNTHESIS. Transformation of an acid into an aldehyde of the same chain length by conversion of the acid chloride via the diazo ketone to the acetoxy ketone, reduction with aluminum isopropoxide and hydrolysis to the glycol, and cleavage with lead tetraacetate. [Pg.747]

Other references related to the Grundmann aldehyde synthesis are cited in the literature. ... [Pg.1290]

Grundmann s aldehyde synthesis also starts from acid chlorides. The latter are converted by way of the diazo ketones or acetoxy ketones into the glycols, which are subjected to cleavage by lead tetraacetate. <%,/ -Unsaturated aldehydes cannot be obtained by this method.457... [Pg.67]

Gomberg-Bachmann reaction, 2, 6 9, 7 Grundmann synthesis of aldehydes, 8, 5... [Pg.590]

The Trost synthesis of calcitriol (3) is shown in Scheme 5. In a Wittig reaction, the hydroxylated Grundmann s ketone 26 (obtained by partial synthesis) is transformed into the alkenyl bromide 27 with astonishingly high diastereoselec-tivity ElZ >50 1). The chiral enyne 29, which is needed as the second building block for the coupling step, is prepared from the aldehyde 28... [Pg.215]

See other pages where Grundmann aldehyde synthesis is mentioned: [Pg.13]    [Pg.13]    [Pg.1290]    [Pg.7]    [Pg.299]    [Pg.300]    [Pg.301]    [Pg.403]    [Pg.13]    [Pg.13]    [Pg.1290]    [Pg.7]    [Pg.299]    [Pg.300]    [Pg.301]    [Pg.403]    [Pg.624]   
See also in sourсe #XX -- [ Pg.13 ]

See also in sourсe #XX -- [ Pg.747 ]

See also in sourсe #XX -- [ Pg.13 ]



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