Curtis rearrangement

In the first synthesis [50] phenol (150) prepared from dehydroabietic acid as starting material [51] and this was converted to trifluoroacetate (151). The azide (152) prepared from (151), underwent Curtis rearrangement yielding isocyanate (153). Reduction of (153) followed by heating the resulting material with formic acid and formaldehyde provided the tertiary amine (154). Its conversion to ketone (155) was accomplished in three steps (a) oxidation with m-cloroperbenzoic acid, (b) Cope elimination and (c) oxidative cleavage. 

Curtis and Eisenstein355 have made a molecular orbital analysis of the regioselectivity of the addition of nucleophiles to 77-allyl complexes and on the conformation of the 773-allyl ligand in [MoX(CO)2L2(773-allyl)] type complexes. A detailed study of the chirality retention in rearrangements of complexes of the type [MX(CO)2(dppe)(rj3-C3H5)] has been made.356 Studies of the photoelectron spectra,357 electrochemical properties,358 infrared spectroelectrochemistry,359 and fast atom bombardment mass spec-... 

Cyanogen bromide, triazine method, cychc trani-2,3-carbonate reaction, carbonylation, periodate oxidation, epoxide activation Curtis azide rearrangement, coupling reagent method, acid anhydride reaction Schiff base formation reaction... 

Carboxyl Poly(acrylic acid), poly(glutamic acid), CM-cellulose, poly(acryl amide) Curtis azide rearrangement, coupling reagents method, acid anhydride reaction [182-185]... 

Curtis NR, Holmes AB, Looney MG. Studies towards the s)mthesis of obtusen5fne. A Claisen rearrangement approach to unsaturated nine-membered lactones. Tetrahedron 1991 47(34) 7171-7178. 

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