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Abstract 1,3-Dipolar Cycloaddition~ A study of the mechanism of addition of diazoalkane ~o angulary strained double bonds led to the concsp~ of 1,3-dipolar cycloadditicn. 1,3-Addition of diazoalkanes, azides and ozone, which conform to this scheme, have been known for over 50 :rears. L.I. Smith1 published a comprehensive review of open chain and cyclic 1,)-addition of this type, without however considering possible extentions of the reaction. It was only after the reaction scheme was gene~alised2 that tbe prediction and discovery of new classes of 1,)-dipoles and numerous new re:.cti::ms were achieved. A. Def~nition and classification. 1. Desc~iEtion and classification of l,J-dipoles: Cycloaddition can be classified according to t~e numbe~ of new ~-bonds for~ed or according to the size of the ri:Jg which is formed. In the most frequent cases two reactants unite to form the cyclic compound, creating two new ~-bonds at the expe!:.se of two lf-bonds 2 • ;~£- In compiling tl:is part the author made use of the arti:le of ”1,3-dipolar cycloaddition past and future” .twcgewanG.t Chemie International Edition, V0:i. ume 2-:Tumber 10 pages 565 - 632 (1963). |