M. Rozwadowska, A. Sulima, A. Gzella
Oct 31, 2002
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Influential Citations
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Journal
Tetrahedron-asymmetry
Abstract
Abstract (R)-(+)-8,9-Dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one 1 has been synthesized from 6,7-dimethoxy-3,4-dihydroisoquinoline and menthyl thioglycolate. Compound 1 was obtained in the enantiomerically pure form (mp 150–153°C, [α]D +436) by a single crystallization of the crude reaction product (68% e.e.) from 96% ethanol. The absolute 10bR configuration was established by X-ray diffraction. Oxone oxidation of 1 resulted in a configurationally unstable dextrorotatory syn-sulfoxide 2 (mp 173–175°C, [α]D +62.8).