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Cyclisation of citronellal over heterogeneous inorganic fluorides--highly chemo- and diastereoselective catalysts for (+/-)-isopulegol.

Chemical communications (Cambridge, England) (2009-01-13)
Simona M Coman, Pratap Patil, Stefan Wuttke, Erhard Kemnitz
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(R)-(+)-Citronellal, technical grade
Sigma-Aldrich
(±)-Citronellal, ≥95.0% (GC)
Sigma-Aldrich
(S)-(−)-Citronellal, 96%
Supelco
(±)-Citronellal, analytical standard
Sigma-Aldrich
(±)-Citronellal, natural, ≥85%, FCC, FG