Cyclisation of citronellal over heterogeneous inorganic fluorides--highly chemo- and diastereoselective catalysts for (+/-)-isopulegol.
Based on a fluorolytic sol-gel synthesis, nanoscopic metal fluorides and partly hydroxylated metal fluorides were synthesized; varying the F : OH ratio inside these solids yielded catalysts with different combinations and variable strength Lewis and Brønsted acid sites, which demonstrated unexpected catalytic properties for the diastereoselective synthesis of (+/-)-isopulegol.
Coman
Simona M
SM
Humboldt-Universität zu Berlin, Institut für Chemie, Brook-Taylor-Strasse 2, D-12489 Berlin, Germany.
Patil
Pratap
P
Wuttke
Stefan
S
Kemnitz
Erhard
E
D000080462:Acyclic Monoterpenes; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D000081005:Cyclohexane Monoterpenes; D005459:Fluorides / Q000737:chemistry*; D039821:Monoterpenes / Q000737:chemistry*; D013237:Stereoisomerism; D013729:Terpenes / Q000138:chemical synthesis*
D000080462:Acyclic Monoterpenes; D000447:Aldehydes; D000081005:Cyclohexane Monoterpenes; D039821:Monoterpenes; D013729:Terpenes; C409816:isopulegol; D005459:Fluorides; C108217:citronellal