Donor–Acceptor Cyclopropane Ring Expansion to 1,2-Dihydronaphthalenes. Access to Bridged Seven-Membered Lactones

Donor–Acceptor Cyclopropane Ring Expansion to 1,2-Dihydronaphthalenes. Access to Bridged Seven-Membered Lactones Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2023, Volume: 25, Number: 44, Pages: 7963-7967 Pages count : 5 DOI: 10.1021/acs.orglett.3c02846

Authors

Shorokhov Vitaly V. ¹ , Zhokhov Sergey S. ¹ , Rybakov Victor B. ¹ , Boichenko Maksim A. ¹ , Andreev Ivan A. ² , Ratmanova Nina K. ² , Trushkov Igor V. ³ , Ivanova Olga A. ¹

Affiliations

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

A Lewis-acid-promoted domino ring-opening cyclization of readily available donor–acceptor cyclopropanes with a preinstalled electrophilic center, embedded in a donor group, to functionalized 1,2-dihydronaphthalenes is reported herein. The obtained compounds are transformed to pharmacologically attractive bridged tricyclic esters in a diastereospecific manner.

Shorokhov V.V. , Zhokhov S.S. , Rybakov V.B. , Boichenko M.A. , Andreev I.A. , Ratmanova N.K. , Trushkov I.V. , Ivanova O.A.
Donor–Acceptor Cyclopropane Ring Expansion to 1,2-Dihydronaphthalenes. Access to Bridged Seven-Membered Lactones
Organic Letters. 2023. V.25. N44. P.7963-7967. DOI: 10.1021/acs.orglett.3c02846 WOS Scopus OpenAlex

Web of science:	WOS:001103621500001
Scopus:	2-s2.0-85176509257
OpenAlex:	W4388232678

DB	Citing
OpenAlex	5
Scopus	4
Web of science	5