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Synthetic Applications and Methodological Developments of Donor−Acceptor Cyclopropanes and Related Compounds
Author(s) -
O'Connor Nicholas R.,
Wood John L.,
Stoltz Brian M.
Publication year - 2016
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.201500089
Subject(s) - chemistry , acceptor , cyclobutane , fragmentation (computing) , aryne , combinatorial chemistry , organic chemistry , ring (chemistry) , physics , computer science , condensed matter physics , operating system
Donor−acceptor cyclopropanes are convenient precursors to reactive and versatile 1,3‐dipoles, and have found application in the synthesis of a variety of carbo‐ and heterocyclic scaffolds. This perspective review details our laboratory's use of donor−acceptor cyclopropanes as intermediates toward the total synthesis of various natural products. We also discuss our work in the development of novel cycloadditions and rearrangements of donor−acceptor cyclopropanes and aziridines, as well as an example of an aryne insertion proceeding via fragmentation of a transient donor−acceptor cyclobutane.
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