2003
DOI: 10.1016/s0040-4039(02)02532-7
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A concise synthesis of anti-viral agent F-ddA, starting from (S)-dihydro-5-(hydroxymethyl)-2(3H)-furanone

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Cited by 31 publications
(7 citation statements)
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“…Highly substituted furans are a structural component of a vast number of biologically active natural and synthetic compounds such as anticancer, 6,7 anti-inammatory, 8 antifungal, 9,10 antimicrobial, 11,12 and antiviral HIV-1. [13][14][15] The reactions leading to the formation of furanones are frequently reported by several research groups, however, they have proposed the reactions mechanism without offering evidence to support them. [16][17][18][19][20] There are a number of reasons for tendency to know reaction mechanisms.…”
Section: Introductionmentioning
confidence: 99%
“…Highly substituted furans are a structural component of a vast number of biologically active natural and synthetic compounds such as anticancer, 6,7 anti-inammatory, 8 antifungal, 9,10 antimicrobial, 11,12 and antiviral HIV-1. [13][14][15] The reactions leading to the formation of furanones are frequently reported by several research groups, however, they have proposed the reactions mechanism without offering evidence to support them. [16][17][18][19][20] There are a number of reasons for tendency to know reaction mechanisms.…”
Section: Introductionmentioning
confidence: 99%
“…Furan‐2(5 H )‐one is an privileged structural skeleton present as subunit in several natural products and isolated from a variety of sources like sponges, algae, animals, plants and insects and to be considered as potent target in “drug‐like” research areas. It displays intriguing biological properties and is used as anticancer,, anti‐inflammatory, antifungal,, antimicrobial, and antiviral HIV‐1 agents. Generally, butenolide is documented as heterocycle bearing furan‐2(5 H )‐one (Figure ) moiety that is found in numerous bioactive natural products.…”
Section: Figurementioning
confidence: 99%
“…HOAc toluene et al [13] oxidized the tert-butyldiphenylsilyl (TBDPS) protected lactone 18, which was derived from L-glutamic acid, to give the desired hydroxylactone 19 in 60% yield after purification. Fluorination of hydroxylactone 19 was accomplished using DAST to give the fluorolactone 20 as a single stereoisomer in 75% yield, in which the fluorine group was in the desired syn stereochemistry.…”
Section: ′3′-dideoxy-2'-fluoro Nucleoside Derivativesmentioning
confidence: 99%