6533b7dafe1ef96bd126ebd9
RESEARCH PRODUCT
Sulfur-incorporating cyclotriveratrylene analogues: the synthesis of cyclotrithioguaiacylene.
Jean-claude ChambronEmmanuel AubertEnrique EspinosaJulien Sanseverinosubject
chemistry.chemical_compoundchemistryPummerer rearrangementYield (chemistry)Organic ChemistryCavitandThio-Organic chemistryCyclotriveratryleneChemical synthesisCryptophaneInclusion compounddescription
Cyclotriguaiacylene 1 is the universal precursor of cryptophanes, and represents an important intermediate for the preparation of functionalized cavitands of the cyclotriveratrylene family. Its thio analogue (cyclotrithioguaiacylene 3) was synthesized by two different routes, involving either the Newman-Kwart or the Pummerer rearrangement. The latter, performed starting from a trisulfoxide precursor, produced a purer compound in higher overall yield.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2011-02-23 | The Journal of organic chemistry |