title: Copper(I)-Catalyzed Chemoselective Coupling of Cyclopropanols with Diazoesters: Ring-Opening C-C Bond Formations.
abstract: Reported herein is an exceptional chemoselective ring-opening/C(sp3)-C(sp3) bond formation in the copper(I)-catalyzed reaction of cyclopropanols with diazo esters. The conventional O-H insertion product is essentially suppressed by judicious choice of reaction conditions. DFT calculations provide insights into the reaction mechanism and the rationale for this unusual chemoselectivity.
authors.affiliation: Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
authors.forename: Hang
authors.initials: H
authors.lastname: Zhang
authors.affiliation: Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
authors.forename: Guojiao
authors.initials: G
authors.lastname: Wu
authors.affiliation: Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
authors.forename: Heng
authors.initials: H
authors.lastname: Yi
authors.affiliation: Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
authors.forename: Tong
authors.initials: T
authors.lastname: Sun
authors.affiliation: Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
authors.forename: Bo
authors.initials: B
authors.lastname: Wang
authors.affiliation: Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, University of Chicago, Chicago, IL, 60637, USA.
authors.forename: Guangbin
authors.initials: G
authors.lastname: Dong
authors.affiliation: Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
authors.forename: Jianbo
authors.identifier: 0000-0002-0092-0937
authors.initials: J
authors.lastname: Wang
keywords: C−C coupling reactions; carbenes; copper; diazo compounds; small ring compounds