title: Effective Chirality Transfer in [3+2] Reaction between Allenyl-Rhodium and Enal: Mechanistic Study Based on DFT Calculations.
abstract: Theoretical calculation was performed to study the chirality transfer in a newly reported intramolecular [3+2] cycloaddition of enal and alleno rhodium species, generated in situ from an enynol precursor. [3.3.0] bicyclic system which contains two bridgehead quaternary carbons that can be achieved, the chirality of which are controlled by those of the starting material, and the product stereoselectivity is only determined by the α-position of the acetylene moiety. Density functional theory calculations predicted that only the cis [3.3.0] bicyclic product could be generated, regardless of either erythro or threo substrate, which was also confirmed by experimental observations.
authors.affiliation: School of Chemistry and Chemical Engineering, Chongqing University , Chongqing 400030, China.
authors.forename: Xiaotian
authors.initials: X
authors.lastname: Qi
authors.affiliation: School of Chemistry and Chemical Engineering, Chongqing University , Chongqing 400030, China.
authors.forename: Song
authors.initials: S
authors.lastname: Liu
authors.affiliation: School of Chemistry and Chemical Engineering, Chongqing University , Chongqing 400030, China.
authors.forename: Tao
authors.initials: T
authors.lastname: Zhang
authors.affiliation: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School , Shenzhen 518055, China.|State Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), College of Chemistry and the Peking University , Beijing 100871, China.
authors.forename: Rong
authors.initials: R
authors.lastname: Long
authors.affiliation: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School , Shenzhen 518055, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Huang
authors.affiliation: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School , Shenzhen 518055, China.|State Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), College of Chemistry and the Peking University , Beijing 100871, China.
authors.forename: Jianxian
authors.initials: J
authors.lastname: Gong
authors.affiliation: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School , Shenzhen 518055, China.|State Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), College of Chemistry and the Peking University , Beijing 100871, China.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Yang
authors.affiliation: School of Chemistry and Chemical Engineering, Chongqing University , Chongqing 400030, China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Lan