69822-20-4Relevant articles and documents
Design, synthesis and biological evaluation of novel ring-opened cromakalim analogues with relaxant effects on vascular and respiratory smooth muscles and as stimulators of elastin synthesis
Bouhedja, Mourad,Peres, Basile,Fhayli, Wassim,Ghandour, Zeinab,Boumendjel, Ahcène,Faury, Gilles,Khelili, Smail
, p. 774 - 796 (2018)
Two new series of ring-opened analogues of cromakalim bearing sulfonylurea moieties (series A: with N-unmethylated sulfonylureas, series B: with N-methylated sulfonylureas) were synthesized and tested as relaxants of vascular and respiratory smooth muscle
Stereoselective C-glycosidation of d-fucose derivatives directed by the protective groups
Cortezano-Arellano, Omar,Meléndez-Becerra, Camilo A.,Cortés, Fernando,Sartillo-Piscil, Fernando,Cordero-Vargas, Alejandro
supporting information, p. 51 - 59 (2014/06/23)
Stereoselectivity in the C-glycosidation of lactones derived from d-fucose by following Kishi's method, which involves the addition of a nucleophile onto a carbohydrate-derived lactone and subsequent reduction of the lactol, was found to be reliant on the nature of the C2 and C3 protective groups. Lactones bearing TBDMS protecting groups selectively afford 1,3-trans products (α anomer), in which the stereoselective outcome is in apparent concordance with Woerpel's model. On the other hand, their benzylated congeners produce the 1,3-cis products (β anomer) as the major diastereoisomers. The latter results suggest an abnormal behavior during the stereoselective nucleophilic substitution at the anomeric position of the benzylated lactones.
