Donor-Acceptor Cyclopropanes in the Synthesis of Carbocycles

Olga A Ivanova; Igor V Trushkov

doi:10.1002/tcr.201800166

Donor-Acceptor Cyclopropanes in the Synthesis of Carbocycles

Chem Rec. 2019 Nov;19(11):2189-2208. doi: 10.1002/tcr.201800166. Epub 2019 Feb 1.

Authors

Olga A Ivanova^{1

2}, Igor V Trushkov^{2

3}

Affiliations

¹ Department of Chemistry, M.V. Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow, 119991, Russian Federation.
² N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, 119991, Russian Federation.
³ Dmitry Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology, Samory Mashela, 1, Moscow, 117997, Russian Federation.

PMID: 30707497
DOI: 10.1002/tcr.201800166

Abstract

Donor-acceptor cyclopropanes not only participate in a broad range of ring openings with nucleophiles, electrophiles, radical and red-ox agents, but also are excellent substrates for various (3+n)-cycloaddition and (3+n)-annulation processes. Moreover, under treatment with Lewis acid donor-acceptor cyclopropanes can produce new ring systems via isomerization or cyclodimerization. Authors' contribution to the synthesis of diverse carbocycles from donor-acceptor cyclopropanes is summarized in this account.

Keywords: annulation; cycloaddition; dimerization; donor-acceptor cyclopropanes; isomerization.

Publication types

Review

Grants and funding

18-13-00449/Russian Science Foundation