Process for the preparation of (R)-2-alkyl-3-phenyl-1-propanols
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United States of America Patent
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Apr 19, 2005
Grant Date -
May 13, 2004
app pub date -
Jan 3, 2003
filing date -
Jul 3, 2000
priority date (Note) -
Expired
status (Latency Note)
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Abstract
Compounds of formula (I), wherein R.sub.1 and R.sub.2 are, independently of one another, H,C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 halogenalkyl, C.sub.1 -C.sub.6 alkoxyl, C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl, or C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyloxy, and R.sub.3 is C.sub.1 -C.sub.6 alkyl, are obtainable in high yiedls by stereoselective addition of R.sub.3 -substituted propionic acid esters to R.sub.1 - and R.sub.2 -substituted benzaldehydes of formula R--CHO to form corresponding 3-R-3-hydroxy-2-R.sub.3 -propionic acid esters, conversion of the OH group to a leaving group, subsequent regioselective elimination to form 3-R-2-R.sub.3 -propenic acid esters, and reduction to corresponding 3-R-2-R.sub.3 -allyl alcohols and their enantioselective hydrogenation, wherein R is (a).
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