285978-03-2Relevant academic research and scientific papers
Synthesis and optical resolution of the floral odorant (±)-2,3- dihydro-2,5-dimethyl-1H-indene-2-methanol, and preparation of analogues
Vial, Christian,Bernardinelli, Gerald,Schneider, Philippe,Aizenberg, Michael,Winter, Beat
, p. 3109 - 3117 (2007/10/03)
The title compound (±)-1, a recently discovered, valuable, floral-type odorant, has been synthesized by a straightforward procedure (Scheme 1), To determine the properties of the enantiomers of 1, their separation by preparative HPLC and the determination of their absolute configuration by X-ray crystallography were carried out (Figure). Furthermore, the analogues 2-6 were synthesized, either from differently methylated 2-methylin-dan-1-ones (Schemes 2 and 3) or, in the case of the 2,4,6-trimethylated homologue 6, by a completely different synthetic approach (Scheme 4). An evaluation of (+)-(S)-1, (-)-(R)-1, and (±)-1 showed only minor differences in terms of odor (Table).
