| Literature DB >> 19860426 |
Dennis C J Waalboer1, Henri A van Kalkeren, Mark C Schaapman, Floris L van Delft, Floris P J T Rutjes.
Abstract
An efficient total synthesis of integric acid is described starting from the Wieland-Miescher ketone. Key steps involve a one-step orthogonal deprotection/protection strategy of a thioacetal/aldehyde and the selective oxidative cleavage of a prenyl group in the presence of two other unsaturated moieties. The synthesis of both C4' diastereoisomers of integric acid delivered unambiguous evidence for (S)-stereochemistry at the C4' position.Entities:
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Year: 2009 PMID: 19860426 DOI: 10.1021/jo901845r
Source DB: PubMed Journal: J Org Chem ISSN: 0022-3263 Impact factor: 4.354