title: Rhodium-Catalyzed Desymmetrization by Hydroformylation of Cyclopentenes: Synthesis of Chiral Carbocyclic Nucleosides.
abstract: Excellent enantioselectivities (up to 97 % ee) and diastereoselectivities (up to >99:1 d.r.) have been achieved in the desymmetrization of cyclopentenes by catalytic hydroformylation. This novel methodology provides an efficient and concise synthetic route to chiral cyclopentane carboxaldehydes. The key intermediate, (1S,3S)-(3-hydroxymethyl)cyclopentanol, for the synthesis of carbocyclic-ddA was obtained in three steps.
authors.affiliation: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, China.
authors.forename: Cai
authors.initials: C
authors.lastname: You
authors.affiliation: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, China.
authors.forename: Biao
authors.initials: B
authors.lastname: Wei
authors.affiliation: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, China.
authors.forename: Xiuxiu
authors.initials: X
authors.lastname: Li
authors.affiliation: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, China.
authors.forename: Yusheng
authors.initials: Y
authors.lastname: Yang
authors.affiliation: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, China.
authors.forename: Yue
authors.initials: Y
authors.lastname: Liu
authors.affiliation: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, China. huilv@whu.edu.cn.
authors.forename: Hui
authors.initials: H
authors.lastname: Lv
authors.affiliation: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, China. xumu@whu.edu.cn.
authors.forename: Xumu
authors.initials: X
authors.lastname: Zhang
keywords: alkenes; diastereoselectivity; enantioselectivity; hydroformylation; rhodium