Stable sulfur ylides. VIII. The reactions of 1,3-oxazin-4-one derivatives.
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چکیده
منابع مشابه
A new entry to cascade organocatalysis: reactions of stable sulfur ylides and nitroolefins sequentially catalyzed by thiourea and DMAP.
A novel cascade organocatalysis that allows efficient and rapid access to diverse and structurally complex oxazolidin-2-ones from simple starting materials and catalysts has been developed. A possible mechanism of this reaction has been proposed based on D- and 13C-labeling experiments.
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The reactions of a model sulfur ylide with formaldehyde and 1,1-dicianoethylene, leading to the formation of an epoxyde and a cyclopropane, respectively, have been studied using different computational methods, and the results have been compared to those obtained with the CBS-QB3 method. The second step of these reactions presents transition states similar to that of an SN2 reaction. Depending ...
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The reaction of trimethylsilyl-substituted sulfonium ylides with organoboranes (Ph(3)B, Et(3)B) has been studied and although homologated products were obtained in good yield (after oxidation to the corresponding alcohols), the enantiomeric excesses were low with our camphor-based chiral sulfide (up to 40% ee, cf. corresponding phenyl-substituted sulfonium ylides gave >95% ee). Cross-over exper...
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Sulfurdiimides RN=S=NR react in donating solvents with two equivalents of lithiumalkyls to give the dimeric C,N-dilithium-methylenediimidosulfite solvent adducts [(Et2O)Li2{H2CS(NSiMe3)(NBu)}]2 (1) and [(thf)Li2{H8C4S(NBu)2}]2 (2). Firstly, addition of a lithiumalkyl to sulfurdiimide gives the diimidosulfinates [RS(NR )2] (1: R = Me, R = tBu, SiMe3; 2: R = nBu; R = tBu) while in a second step t...
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A convergent, nine-step (LLS), enantioselective synthesis of α-cyclopiazonic acid and related natural products is reported. The route features a) an enantioselective aziridination of an imine with a chiral sulfur ylide; b) a bioinspired (3+2)-cycloaddition of the aziridine onto an alkene; and c) installation of the acetyltetramic acid by an unprecedented tandem carbonylative lactamization/N-O c...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1980
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.28.2892