| Literature DB >> 15527317 |
Marta Amador1, Xavier Ariza, Jordi Garcia, Jordi Ortiz.
Abstract
A concise approach to (-)-phaseolinic acid starting from commercially available (S)-oct-1-yn-3-ol is disclosed. The key steps are a ring-closing metathesis reaction to prepare a C(2)-symmetrical allylic diol and its desymmetrization to a gamma-butyrolactone by using an Ireland-Claisen rearrangement. The 2S,3S,4S configuration of the levogyre natural product has been confirmed.Entities:
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Year: 2004 PMID： 15527317 DOI： 10.1021/jo048705x
Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354