Asymmetric Synthesis of the Seco-Acids of (R,R)-Pyrenophorin and (R)-Patulolide A Monitored by a Chiral Sulfoxide Group
- 1 January 1992
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1992 (05) , 449-450
- https://doi.org/10.1055/s-1992-21377
Abstract
The title compounds [(R)-7-hydroxy-4-oxo-2-octenoic acid (1) and 4,11-di-O-protected ethyl (4RS, 11R)-4,11-dihydroxy-2-dodecenoate (11)] were prepared in optically pure form by an asymmetric synthesis monitored by a chiral sulfoxide group. In the case of the patulolide A precursor the 4-oxo-2-butenoic moiety was prepared by using an allylic sulfoxide-sulfenate rearrangement.Keywords
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