Azetidin 3,4-diphenyl

NO 1 <> PsHb °=< C5H5 2- (Hydroxy-diphenyl-methyl)-azetidin 75 (B) 1... 

Chlor-ethyl)-l,4-diaryl-2-oxo-azetidine reagieren mit Natriumcyanid in Methanol unter Umlagcrung und Bildung von Pyrrolidinen, z.B. trans-1,2-Diphenyl-3-methoxy-carbonyl-pyrrolidin (65%) bzw. trans-3-Methoxycarbonyl-l-(4-methoxy-phenyl)-2-(3-py-ridinyl)-pyrrolidin (52%)3 ... 

Reactions of perhydropyrido[l,2-flJpyrazine with aldehydes in the presence of NaB(OAc)3H and NaBH3CN in AcOH (05USA2005/ 0282811) and in acidified EtOH (07USA2007/0117839) afforded 2-substi-tuted derivatives. 2-(l-Diphenylmethylazetidin-3-yl) derivative was obtained in the reaction of perhydropyrido[l,2-a]pyrazine and diphenyl-methyl-3-azetidin-3-one in the presence of (polystyrylmethyl) trimethy-lammonium cyanoborohydride in MeOH containing 10% AcOH at 120 °C for 5 min under microwave irradiation (06WOP2006/137791). 

Sakamoto et al. provided an example of absolute asymmetric synthesis involving hydrogen abstraction by thiocarbonyl sulfur (Scheme 6). [24] Achiral A -diphenylacetyl-iV-isopropylthiobenzamide 33 and Y-diphenylacetyl-A-isopropyl(p-chloro)thio-benzamide 33 crystallize in chiral space group P2 2 2. Photolysis of the chiral crystals in the solid state gave optically active azetidin-2-ones whereas achiral thioketones were obtained as main products. When 33a was irradiated in the solid state at -45°C followed by acetylation (at -78°C), 2-acetylthio-3,3-dimethyl-l-diphenylacetyl-2-phenylaziridine (34a 39% yield, 84% ee), 4-acetylthio-5,5-dimethyl-2-diphenylmetyl-4-phenyloxazoline (35a 10% yield, 50% ee), 3,3-diphenyl-1-isopropy 1-4-... 

Sakamoto et al. found that. S -phenyl Y-benzoylfomiyl-A-tp-tolyljthiocarbamatc 54 crystallized in chiral space group P2i.[33] Photolysis of the chiral crystals in the solid-state gave optically active l-benzyl-4-phenyl-4-phenylthiooxazolidine-2,4-dione (55, 16% chemical yield, 21% ee) and cw-3,4-diphenyl-3-hydroxy-l-(thiophenylcarbonyl)-azetidin-2-one (56, 18% chemical yield, 23% ee) in 62 % conversion yield. Better optical purities were observed at low conversion (in 17% cov.), 46% ee for 55, and 32% ee for 56, respectively. 

Perfluoroisobutylene reacts with benzalaniline and benzalmethylamine, giving 1,4-diphenyl-2,2-difluoro-3,3-bis(trifluoromethyl)azetidine 28 and... 

By reaction with diphenyl ketene, the N—N bond of the diaziridine is broken. Depending on the substituents at the ring carbon either the ketene aminal 127 or the azetidine 128 is obtained. 

Computational studies on two cis and trans conformers of 2,4-diphenyl thietane dioxide, 2,4-diphenyl thietane, 2,4-diphenyl azetidine, and 2,4-diphenyl oxetane indicate that the cis conformers are more stable than trans.The cycloisomerization of a bicy-clo[4.1.0] substrate into 4,5-dihydrobenzo[ ]furan has been investigated by computational methods (Scheme 96). ... 

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