Jallal M. Gnaim

Halogenated analogs of tri-O-thymotide (TOT) and tri-3-(2-butyl)-6-methylsalicylide (TSBS): synthesis and clathration studies.

Halogenated trisalicylide derivatives 1-6, representing three-fold symmetric C3 “home trimmers” as well as dissymmetric C1 “mixed trimers” have been synthesized. Clathration studies indicate that these halogenated TOT analogs do not form clathrates. Reductive removal of the halogen was demonstrated for analog 2, providing a new entry to TOT-based host molecules.

PARTIAL PREPARATIVE RESOLUTION OF THE INHALATION ANESTHETIC ENFLURANE USING CLATHRATE INCLUSION COMPLEXES

Abstract Cage-type clathrate inclusion complexes of tri- o -thymotide (TOT, 2 ) afford partial resolution (ee = 38%) of (±)-enflurane ( 1 ) after a single crystallization step.

Inclusion, complexation and efficient enantiomeric discrimination by regiospecific overmethylation of a dimethyl-β-cyclodextrin

Abstract An unsymmetrically methylated β-cyclodextrin was prepared and allowed the chiral discrimination of the volatile included compound 1,7 dioxaspiro(5,5) undecane 1.

Analogs of tri-o-thymotide (TOT) and tri-o-carvacrotide (TOC) by direct bromination of TOT and TOC

Mono-, di-, tri-, tetra-, and pentabrominated tri-o-thymotide (TOT) analogues (3-7) and mono-, di-, tri-, and tetrabrominated tri-o-carvacrotide (TOC) analogues (9-12) were synthesized by direct bromination of TOT and TOC. Total yields of about 60% were realized from TOT or TOC. The degree of bromination of the methyl group dependent upon the reaction temperature and ration of TOT (TOC):NBS. Tribromo-TOT (5) was generated in the greastest yield using a 1:18 ration of TOT:NBS