Synlett p. 624 - 626 (1997)
Update date:2022-08-05
Topics:
Sakaguchi, Kazuhiko
Kawamura, Yasuo
Saito, Sinichi
Ohfune, Yasufumi
Cis isomers of optically active 2,4-disubstituted γ-butyrolactone, 1-4, as chiral dopants for ferroelectric liquid crystals (FLCs) are synthesized in a stereoselective manner via a Pd-C catalyzed hydrogenation of the endo CC double bond isomers of (4R)-2,4-disubstituted γ-butyrolactone, 23, 19, 20, and 21, respectively. The synthesis involved a novel exo to endo isomerization of the CC double bond effected by Pd-C in the absence of hydrogen.
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