Premium
Synthesis of rac‐ar ‐Curcumen‐15‐al
Author(s) -
Weyerstahl Peter,
Schlicht Volker
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970125
Subject(s) - chemistry , wittig reaction , alkylation , hydrolysis , odor , medicinal chemistry , reduction (mathematics) , stereochemistry , organic chemistry , catalysis , geometry , mathematics
Starting from p ‐tolunitrile ( 4 ) via alkylation with the bromoacetal 12 (→ 8 ), and with MeI (→ 9 ), hydrolysis to 10 , Wittig reaction (→ 7 ) and DIBAH reduction, the rac‐ar ‐curcumen‐15‐al ( 2 ) was obtained. The cumin‐like, citrus odor of rac ‐ 2 is similar to that of the isolated (−)‐ 2 .