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A direct, stereoselective synthesis of optically active conhydrines
Author(s) -
Fodor Gabor,
Bauerschmidt Eberhard
Publication year - 1968
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570050209
Subject(s) - chemistry , epimer , stereoselectivity , optically active , ketone , organic chemistry , stereochemistry , catalysis
2‐Pyridylethylcarbinol (I) has been resolved and the antipodes hydrogenated as free bases. The (+) form gave (+) conhydrine (II) while the (‐) form afforded the levorotatory base stereoselectively with minor contamination of the other epimer. Hydrogenation of racemic I as well as of 2‐pyridyl ethyl ketone in acid solution led formerly to the mixture of both racemates.