We report an alternative synthesis of the two enantiomers of the floral fragrance Rosaphen. The key intermediate 2-methyl-5 phenylpentanoic acid 3 is synthesized via asymmetric hydrogenation (ee up to 99%) in the presence of an in situ prepared ruthenium catalyst containing the chiral ferrocenyl phosphine Mandyphos-4.
An Alternative Stereoselective Synthesis of (R)- and (S)-Rosaphenvia Asymmetric Catalytic Hydrogenation
MATTEOLI, Ugo;BEGHETTO, Valentina;SCRIVANTI, Alberto;AVERSA, MANUELA;BERTOLDINI, Matteo;
2011-01-01
Abstract
We report an alternative synthesis of the two enantiomers of the floral fragrance Rosaphen. The key intermediate 2-methyl-5 phenylpentanoic acid 3 is synthesized via asymmetric hydrogenation (ee up to 99%) in the presence of an in situ prepared ruthenium catalyst containing the chiral ferrocenyl phosphine Mandyphos-4.
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