Reactions of Anils with Active Methyl Group. (2)
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Regio- and stereoselective reactions of a rhodanine derivative with optically active 2-methyl- and 2-phenyloxirane
The reaction of a rhodanine derivative (= (Z)-5-benzylidene-3-phenyl-2-thioxo-1,3-thiazolidin4-one; 1) with (S)-2-methyl-oxirane (2) in the presence of SiO2 in dry CH2Cl2 for 10 days led to two diastereoisomeric spirocyclic 1,3-oxathiolanes 3 and 4 with the Me group at C(2) (Scheme 2). The analogous reaction of 1 with (R)-2-phenyloxirane (5) afforded also two diastereoisomeric spirocyclic 1,3ox...
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ژورنال
عنوان ژورنال: YAKUGAKU ZASSHI
سال: 1948
ISSN: 0031-6903,1347-5231
DOI: 10.1248/yakushi1947.68.7-9_238