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McFADYEN STEVENS Ester reduction

McFADYEN - STEVENS Ester Reduction Reduction of esters to aldehyde via hydrazides. [Pg.248]

The use of 2,4,6-tri-isopropylbenzenesulphonylhydrazides (in place of the tosylhydrazide) allows milder conditions to be used for the preparation of aromatic aldehydes by the McFadyen-Stevens reaction. Addition of hydrazine hydrate and traces of cupric sulphate suppresses formation of aromatic ester and alcohol by-products. Reduction of oxazolinium salts by sodium borohydride, as part of the well known sequence for the conversion of carboxylic acids into aldehydes, can lead to ring cleavage to form amino-alcohols. It is now reported that over-reduction is much less marked if potassium tri-s-butylborohydride is used as reducing agent (Scheme 2) ... [Pg.61]

See other pages where McFADYEN STEVENS Ester reduction is mentioned: [Pg.234]    [Pg.234]    [Pg.53]   
See also in sourсe #XX -- [ Pg.246 ]

See also in sourсe #XX -- [ Pg.248 ]

See also in sourсe #XX -- [ Pg.248 ]



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Esters reduction

McFadyen-Stevens reduction

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