This paper describes the synthesis of the marine natural product, siphonarienal. The key step of this synthesis is an aldol reaction that constructs most of the skeleton and sets all three stereocenters of the target in one step from commercially available starting materials. Deoxygenation and chain homologation steps complete the synthesis.
Oxidation O 0212 Polymeric DABCO-Bromine Complex: A Mild Oxidant for the Preparation of Ketones and Aldehydes. -Addition of bromine to DABCO in CCl4 generates a stable polymeric oxidant which permits the conversion of primary and secondary alcohols to carbonyl compounds (II) (13 examples). -(STRUSS*, J. A.; BARNHART, W. D.; VELASCO, M. R.; BRONLEY-DELANCEY, A.; Tetrahedron Lett. 47 (2006) 37, 6635-6636; Univ. Tampa, Tampa, FL 33606, USA; Eng.) -Mais 52-049
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