| -doremox.gif)
 
               
                  | (2R,4S)-cis-Doremox®
                     (ee=92%) - rose oxide, diphenyl oxide, metallic,
                     slightly plastic =
                     (2R,4S)-4-methyl-2-phenyltetrahydro-2H-pyran Ref:
                     Elisabetta Brenna, Claudio Fuganti, Sabrina
                     Ronzani, and Stefano Serra, Biocatalyzed
                     preparation of the optically enriched
                     stereoisomers of
                     4-methyl-2-phenyl-tetrahydro-2H-pyran
                     (Doremox®), Can. J. Chem., 80(6): 714-723
                     (2002); Elisabetta Brenna, Claudio Fuganti and
                     Stefano Serra, Enantioselective perception of
                     chiral odorants, Tetrahedron: Asymmetry, 14,
                     142 (2003) Doremox®
                     is a registered trademark of Firmenich
                     SA | 
 | -doremox.gif)
 
               
                  | (2S,4R)-cis-Doremox®
                     (ee=80%) - rose oxide, powerful, nice. The
                     (2S,4R)-cis-enantiomer is, thus, the nicest and
                     the most powerful isomer of the series. This
                     stereoisomer, incidentally, has the same
                     absolute configuration of the most appreciated
                     of rose oxide isomers, i.e.
                     (2S,4R)-cis-rose
                     oxide =
                     (2S,4R)-4-methyl-2-phenyltetrahydro-2H-pyran Ref:
                     Elisabetta Brenna, Claudio Fuganti, Sabrina
                     Ronzani, and Stefano Serra, Biocatalyzed
                     preparation of the optically enriched
                     stereoisomers of
                     4-methyl-2-phenyl-tetrahydro-2H-pyran
                     (Doremox®), Can. J. Chem., 80(6): 714-723
                     (2002); Elisabetta Brenna, Claudio Fuganti and
                     Stefano Serra, Enantioselective perception of
                     chiral odorants, Tetrahedron: Asymmetry, 14,
                     142 (2003) Doremox®
                     is a registered trademark of Firmenich
                     SA | 
 | 
   
      | -doremox.gif)
 
               
                  | (2R,4R)-trans-Doremox®
                     (ee=50%) - rosy, rose oxide, metallic, off
                     note =
                     (2R,4R)-4-methyl-2-phenyltetrahydro-2H-pyran Ref:
                     Elisabetta Brenna, Claudio Fuganti, Sabrina
                     Ronzani, and Stefano Serra, Biocatalyzed
                     preparation of the optically enriched
                     stereoisomers of
                     4-methyl-2-phenyl-tetrahydro-2H-pyran
                     (Doremox®), Can. J. Chem., 80(6): 714-723
                     (2002); Elisabetta Brenna, Claudio Fuganti and
                     Stefano Serra, Enantioselective perception of
                     chiral odorants, Tetrahedron: Asymmetry, 14,
                     142 (2003) Doremox®
                     is a registered trademark of Firmenich
                     SA | 
 | -doremox.gif)
 
            
               | (2S,4S)-trans-Doremox®
                     (ee=72%) - weak, rosy, plastic, citronellol, a
                     rose oxide note is also present.
                     
                     =
                     (2S,4S)-4-methyl-2-phenyltetrahydro-2H-pyran Ref:
                     Elisabetta Brenna, Claudio Fuganti, Sabrina
                     Ronzani, and Stefano Serra, Biocatalyzed
                     preparation of the optically enriched
                     stereoisomers of
                     4-methyl-2-phenyl-tetrahydro-2H-pyran
                     (Doremox®), Can. J. Chem., 80(6): 714-723
                     (2002); Elisabetta Brenna, Claudio Fuganti and
                     Stefano Serra, Enantioselective perception of
                     chiral odorants, Tetrahedron: Asymmetry, 14,
                     142 (2003) Doremox®
                     is a registered trademark of Firmenich
                     SA |  |