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Report | Regular issue | Vol 23, No. 8, 1985, pp.2005-2012
Published online, 1st January, 1970
DOI: 10.3987/R-1985-08-2005
Synthesis of the Enantiomers of Erythro-2-oxiranyl-1,4-benzodioxan

Robin D. Clark* and Lilia J. Kurz

*Institute of Organic Chemistry, Syntex Research, Palo Alto, California 94304, U.S.A.


(2R, 1’S) and (2S, l’R)-2-Oxiranyl-1-4-benzodioxan (2R, 1’S-1and 2S, 1’S-1) were prepared in six steps from 2-benzyloxyphenol. The key step in each synthesis was the enantioselective Sharpless epoxidation of allylic alcohol 4.