??? ??? ?? ???,
??? ??? ?? ?? ??
[??1] ??? ??
??? ??? ??? ?? ????????? ??? ???(Benjamin List) ??, ??? ??? ????? ???? ???(Givaudan)? ?? ????(Philip Kraft) ??? ?? "(+)-2-epi-ziza-6(13)en-3-one”??? ??? ???(Vetiver) ??? ???? ????? ?? ????.
???? ?? ???? ??? ?? ???, ?? ??? 1/3 ???? ???? ?? ?? ?? ??? ??? ?????. ??-??(woody-ambery)? ??? ?? ???? ??? ??? ???? ????? ?????.
???? ??? ??? ??? ????(chiral organocatalyst)? ??? ??? ??? ??? ????(asymmetric Michael addition reaction)? ??? ??? ??? ??? ??-??(Pauson–Khand) ???? ???? ?? ???? 11?? ???(total synthesis)? ????? ????.
[??2] ??? ????-?? ??? ??? ???? ? ??? ??? ???
??? ??-?? ????? ??? ?? ????? 11?? ???
??? ??? ????? 29pg/L air? ???? ?? ?? ??(odor threshold)? ?????. ???? ??? ?? ???(transparent woody-ambery) ??? ?? ???? ??? ??? ??? ??? ???. ??? ??? ??? ???? ??? ??? ???? ??? ???? ?? ???? ????. ?? ???? ?? ??? ???? ???(khusimone)??? ???? ??? ??? 150? ?? ? ???? ???.
??? ??? “??? ??? ??? ??? ??? ? ???? ?? ??? ??? ???? ???? ?? ??? ? ?? ??? ????”? ???.
? ????? ???? ?? ???? Angewandte Chemie International Edition? HOT PAPER? ?? 2? ?????.
※ ??: The Smelling Principle of Vetiver Oil, Unveiled by Chemical Synthesis. (Angew. Chem. Int. Ed. 2021, 60, 5666 –5672)
??
