Syntheses of poly(vinylsulfonium ylides)

Hemiaminals as substrates for sulfur ylides: direct asymmetric syntheses of functionalised pyrrolidines and piperidines.

Phenyl stabilised chiral sulfur ylides react with five-membered-ring hemiaminals to give functionalised pyrrolidines directly with high enantioselectivity. The reaction can be diverted to give piperidines instead by isolation of the intermediate epoxide and treatment with TMSOTf.

NITROIMIDAZOLES XI [I]. SYNTHESES OF DISUBSTITUTED NITROIMIDAZOLYLQUINOLINES

Reaction of substituted-aniline (8) with ethyl (l-methyl-5-nitroimidazole-2- carbonyl) acetate (9) gave 4-hydroxy-2-(l-methyl-5-nitro-2-imidazolyl)- substituted-quinolines (lo), which were converted to compound 11 with phosphorus oxychloride. Substituted-2-(l-methyl-5-nitro-2-imidazo1yl)-4.- methyl-(or phenyl-) quinolines (14) were prepared through the reaction of 2- acetyl-5-nitro-1-methy...

Carbenes stabilized by ylides: pushing the limits.

Novel Asymmetrical Dianionic Polyimido-Sulfur(IV)-Ylides

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...

From diyls to ylides to my idyll.

Chemical research and mountaineering have much in common. If the goal or the summit is to be reached, both initiative and determination as well as perseverance are required. But after the hard work it is a great joy to be at the goal or the peak with its splendid panorama. However, especially in chemical research as far as new territory is concerned the results may sometimes be quite different:...