Spiro compds

USE In the synthesis of spiro compds, in modified Diels -Alder reactions, as aromatizing agent Longone, Smith,... 

Antimony pentachloride / -Diketones from oc,j -oxidoketones Spiro compds. by ring expansion... 

Startg. allyl acetoacetate treated with 5 mol% Pd(OAc)2 and 10mol% acetonitrile at room temp, for 4 h - product. Y 82% erythro.threo 1 5). Almost no competitive reactions, such as allylation, dehydrogenation or hydrogenolysis, were observed. F.e. incl. spiro compds., and in aq.-organic media s. J. Nokami et al, J. Am. Chem. Soc. Ill, 4126-7 (1989). 

Dimethyl-7l8,l5,16,18,19-hexaoxadi-spiro-[5.2.5.5]-nonadecane. A CA name for compd described in Vol 2 of Encycl, p B144-R, as Acetone Compound of 1,1 -Bis(hydroperoxycyclohexyl)-peroxide... 

A soln. of startg. (3-chloroketimine in /cr/-butanol treated with 2 eqs. KOBu-r, stirred under reflux for 12 h, after cooling the mixture diluted with pentane, and stirred for 1 h 2-methylene-3,3-dimethyl-l-phenylazetidine. Y 90%. The method is restricted to N-aryl-derivs., N-benzyl-derivs. affording cyclopropanes (Synth. Meth. 42, 952) and N-alkyl-derivs. giving p-aminoketones. F.e. inch spiro and bicyclic compds. s. P. Sulmon et al., J. Org. Chem. 53, 4462-5 (1988). 

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