Enantioselective synthesis and selective monofunctionalization of (4R,6R)-4,6- dihydroxy-2,8-dioxabicyclo[3.3.0]octane.
An efficient, enantioselective synthesis of a disubstituted bis-THF scaffold 5 is described, as well as an efficient differentiation of the 1,3-diol unit. [reaction: see text]
Linclau
Bruno
B
University of Southampton, School of Chemistry, Highfield, Southampton SO17 1BJ, U.K. bruno.linclau@soton.ac.uk
Jeffery
Martin J
MJ
Josse
Solen
S
Tomassi
Cyrille
C
D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis*; D000069454:Darunavir; D005663:Furans / Q000737:chemistry; D007202:Indicators and Reagents; D007783:Lactones / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry
C522316:4,6-dihydroxy-2,8-dioxabicyclo(3.3.0)octane; D019380:Anti-HIV Agents; D019086:Bridged Bicyclo Compounds, Heterocyclic; D005663:Furans; D007202:Indicators and Reagents; D007783:Lactones; D013449:Sulfonamides; D000069454:Darunavir