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• W4200513023 endingPage "257" @default.
• W4200513023 startingPage "243" @default.
• W4200513023 abstract "A metal-free, biomimetic catalytic protocol for the cyclization of N-(2-hydroxyethyl)amides to the corresponding 2-oxazolines (4,5-dihydrooxazoles), promoted by the 1,3,5,2,4,6-triazatriphosphorine (TAP)-derived organocatalyst tris(o-phenylenedioxy)cyclotriphosphazene (TAP-1) has been developed. This approach requires less precatalyst compared to the reported relevant systems, with respect to the phosphorus atom (the maximum turnover number (TON) ∼ 30), and exhibits a broader substrate scope and higher functional-group tolerance, providing the functionalized 2-oxazolines with retention of the configuration at the C(4) stereogenic center of the 2-oxazolines. Widely accessible β-amino alcohols can be used in this approach, and the cyclization of N-(2-hydroxyethyl)amides provides the desired 2-oxazolines in up to 99% yield. The mechanism of the reaction was studied by monitoring the reaction using spectral and analytical methods, whereby an 18O-labeling experiment furnished valuable insights. The initial step involves a stoichiometric reaction between the substrate and TAP-1, which leads to the in situ generation of the catalyst, a catechol cyclic phosphate, as well as to a pyrocatechol phosphate and two possible active intermediates. The dehydrative cyclization was also successfully conducted on the gram scale." @default.
• W4200513023 created "2021-12-31" @default.
• W4200513023 creator A5043839536 @default.
• W4200513023 creator A5056022009 @default.
• W4200513023 creator A5074307978 @default.
• W4200513023 creator A5081527898 @default.
• W4200513023 creator A5091446040 @default.
• W4200513023 date "2021-12-09" @default.
• W4200513023 modified "2023-10-02" @default.
• W4200513023 title "Phosphorus-Based Organocatalysis for the Dehydrative Cyclization of <i>N</i>-(2-Hydroxyethyl)amides into 2-Oxazolines" @default.
• W4200513023 cites W1500128099 @default.
• W4200513023 cites W1831656699 @default.
• W4200513023 cites W1907721480 @default.
• W4200513023 cites W1970284608 @default.
• W4200513023 cites W1972011585 @default.
• W4200513023 cites W1974576853 @default.
• W4200513023 cites W1976059273 @default.
• W4200513023 cites W1976934903 @default.
• W4200513023 cites W1978628204 @default.
• W4200513023 cites W1981076714 @default.
• W4200513023 cites W1982673826 @default.
• W4200513023 cites W1984469298 @default.
• W4200513023 cites W1985250491 @default.
• W4200513023 cites W1988141501 @default.
• W4200513023 cites W1988206093 @default.
• W4200513023 cites W1988239071 @default.
• W4200513023 cites W1989099038 @default.
• W4200513023 cites W1989807773 @default.
• W4200513023 cites W1990765707 @default.
• W4200513023 cites W1992005841 @default.
• W4200513023 cites W1992940255 @default.
• W4200513023 cites W1993806036 @default.
• W4200513023 cites W1994837034 @default.
• W4200513023 cites W1997885745 @default.
• W4200513023 cites W2008775599 @default.
• W4200513023 cites W2011667685 @default.
• W4200513023 cites W2014999311 @default.
• W4200513023 cites W2018613239 @default.
• W4200513023 cites W2022966142 @default.
• W4200513023 cites W2025539974 @default.
• W4200513023 cites W2028915074 @default.
• W4200513023 cites W2030421553 @default.
• W4200513023 cites W2031185375 @default.
• W4200513023 cites W2033778772 @default.
• W4200513023 cites W2034655308 @default.
• W4200513023 cites W2036347315 @default.
• W4200513023 cites W2041902753 @default.
• W4200513023 cites W2045859761 @default.
• W4200513023 cites W2046577539 @default.
• W4200513023 cites W2048073053 @default.
• W4200513023 cites W2048340027 @default.
• W4200513023 cites W2053441195 @default.
• W4200513023 cites W2056768233 @default.
• W4200513023 cites W2057038081 @default.
• W4200513023 cites W2058701969 @default.
• W4200513023 cites W2060291238 @default.
• W4200513023 cites W2065735911 @default.
• W4200513023 cites W2066982651 @default.
• W4200513023 cites W2067244774 @default.
• W4200513023 cites W2067687174 @default.
• W4200513023 cites W2069308701 @default.
• W4200513023 cites W2069702158 @default.
• W4200513023 cites W2072792958 @default.
• W4200513023 cites W2075040362 @default.
• W4200513023 cites W2076725749 @default.
• W4200513023 cites W2081312943 @default.
• W4200513023 cites W2083669920 @default.
• W4200513023 cites W2084552689 @default.
• W4200513023 cites W2085351645 @default.
• W4200513023 cites W2089864800 @default.
• W4200513023 cites W2108902757 @default.
• W4200513023 cites W2111664437 @default.
• W4200513023 cites W2114745719 @default.
• W4200513023 cites W2118923747 @default.
• W4200513023 cites W2118928564 @default.
• W4200513023 cites W2124411013 @default.
• W4200513023 cites W2124784837 @default.
• W4200513023 cites W2126231690 @default.
• W4200513023 cites W2127509287 @default.
• W4200513023 cites W2129359245 @default.
• W4200513023 cites W2130782617 @default.
• W4200513023 cites W2132656244 @default.
• W4200513023 cites W2139287008 @default.
• W4200513023 cites W2144808448 @default.
• W4200513023 cites W2150049129 @default.
• W4200513023 cites W2160514442 @default.
• W4200513023 cites W2163703742 @default.
• W4200513023 cites W2165529350 @default.
• W4200513023 cites W2171549413 @default.
• W4200513023 cites W2173809998 @default.
• W4200513023 cites W2178395362 @default.
• W4200513023 cites W2203414720 @default.
• W4200513023 cites W2249405578 @default.
• W4200513023 cites W2272677741 @default.
• W4200513023 cites W2333679728 @default.
• W4200513023 cites W2400007510 @default.
• W4200513023 cites W2531421987 @default.
• W4200513023 cites W2539787254 @default.

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