we have developed a stereoselective reaction for synthesizing the gemdichlorocyclopropane and its annulated products, tetrachloro spiro [2,2] pentane carboxylic acid derivatives, by using -unsaturated amides and O-protected oxime 2al derived from a chiral camphorpyrazolidinone as a acceptor of in situ generated dichlorocarbene, depending on the substituents and its position on unsaturated carbonyl substrates, -substituents forms selectively spiro [2,2] pentane whereas -substituents and ,-substituents shows gem-dichlorocyclopropane. The O-protected give dichloroaziridine after cleavage of benzyloxy group. This efficiency was demonstrated without using any metals and non-anhydrous reactions conditions.