Synthesis of oxetane-3-carboxaldehyde and methyl oxetane-3-carboxylate via homologation of oxetane-3-one
A 4-pot telescoped procedure to prepare oxetane-3-carboxaldehyde and methyl oxetane-3-carboxylate was developed using readily available starting materials. Classical homologation methods applied to oxetane-3-one proved challenging due to the sensitivity of the oxetane ring toward strongly oxidative, basic and acidic conditions. Subsequently, a mild homologation sequence was developed. The key steps involve a Tsuji hydrogenolysis of an allylic acetate, osmium-free dihydroxylation and oxidative cleavage. Although methyl oxetane-3-carboxylate is marketed by a small number of specialty chemical companies, this work represents the first published preparation of this vital building block.
Kephart, Susan E.,Zehnder, Luke R.,Huang, Buwen,Sutton, Scott C.
Synthesis method of 3-oxyheterocyclic butane carboxylic acid
The invention relates to the field of a medical intermediate, in particular to a synthesis method of 3-oxyheterocyclic butane carboxylic acid. A synthesis rout as shown in a formula (I) is adopted. Starting materials with low price are adopted, so that us
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Paragraph 0048; 0051; 0052
(2018/11/22)
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