9.1 Chemical disaccharideformation -2
9.1$Chemical$disaccharide$ forma2on$42$
3.5TrichloroacetimidatesRCROCl3CN1RONHCl3CSimilaritybetweenanomerictrichloroacetimidateformation and the acetylation rxns, either the α- or βanomeric acetates could be formed preferentially underdifferentrxnconditions
3.5$Trichloroace.midates Similarity$between$anomeric trichloroace2midate forma2on$and$the$acetyla2on$rxns,$either$the$α4$or$β4 anomeric$acetates$could$be$formed$preferen2ally$under$ different$rxn$condi2ons$
OBnOBnBnOCBnO-OHBnOBnOCl3CCNOBnOBnNHKinetic controlbaseOBnOBnCCNaHBnOBnOBnOBnOOBhCl,CCNOBnOH0CCl3NHThermodynamic control
Kine2c$control Thermodynamic$control
OBnOBnCOOMeHOBnOBnOBF3Et20N3BnOBnON3N3OCCl3OCCl3NHNF3B+HNon-neighbouringgroupparticipationSn2 type rxnOBnInversion of configurationOMeBnOBnON3N3Neighbouringgroupparticipation SN1 rxn
Non4neighbouring$group$ par2cipa2on$ SN2$type$rxn$$ Inversion$of$configura2on$ Neighbouring$group$ par2cipa2on$SN1$rxn$$
(a)hydrazineacetate,DMF,2h,rtAcoOAC(b)Cs2CO3,trichloroacetonitrileCH2Cl2, 2h, rt64%CCl3OAcNH