Monoterpene amino alcohols in multicomponent synthesis of chiral hetero- and carbocycles

The reaction between ethyl trifluoroacetoacetate, acetone and 4-amino-3-hydroxycarane having tertiary hydroxy group affords the 5-hydroxy-5-(trifluoromethyl)cyclohex-2-en-1-one derivative bearing 3-positioned (3-hydroxycaran-4-yl)amino moiety. The analogous reaction with 3-amino-2-hydroxyapopinane having functional groups at the secondary carbon atoms gives the product of further heterocyclization with perhydro 6,8-methanobenz[4,5]oxazolo[3,2-a]pyridine framework.