133218-74-3Relevant articles and documents
Synthesis of cyclophellitol utilizing a palladium chloride mediated-ferrier-II rearrangement
Takahashi, Hideyo,Ikegami, Shiro
, p. 901 - 911 (2007/10/03)
Cyclophellitol and its C3-epimer have been synthesized from 5-enoglucopyranoside and 5-enomannopyranoside, respectively. The carbocyclic skeleton was constructed through a Ferrier-II reaction meditated by PdCl 2.
An efficient synthesis of cyclophellitol utilizing unusual regioselectivity of oxirane ring opening with Mes2BCH2Li
Takahashi, Hideyo,Iimori, Takamasa,Ikegami, Shiro
, p. 6939 - 6942 (2007/10/03)
Cyclophellitol has been synthesized from 5,6-enoglucoside efficiently. The carbacyclic skeleton was constructed through a Ferrier reaction mediated by PdCl2. The regioselectivity on the oxirane ring opening with Mes2BCH2Li
An effective strategy for the synthesis of 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-chiro- and -D-myo-inositol 1-phosphate related to putative insulin mimetics
Jaramillo,Chiara,Martin-Lomas
, p. 3135 - 3141 (2007/10/02)
Two glycosylinositol phosphates related to putative insulin mimetics, 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-chiro-inositol 1-phosphate (1) and 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-myo-inositol 1-phosphate (2), have been synthesized from selectively protected and enantiomerically pure D-chiro- and myo-inositol derivatives. The D-chiro-inositol unit was prepared in a multigram scale from D-glucose using the Ferrier's carbocyclization route, and it was transformed into the corresponding myo epimer by an oxidation-reduction sequence. The trichloroacetimidate method was applied efficiently for the key glycosylation of the inositol derivatives.