@article{1e024fe7d7714a7387a4dbadb24e6f77,
title = "Dual catalytic enantioselective desymmetrization of allene-tethered cyclohexanones",
abstract = "The construction of enantioenriched azabicyclo[3.3.1]nonan-6-one heterocycles via an enantioselective desymmetrization of allene-linked cyclohexanones, enabled through a dual catalytic system, that provides synchronous activation of the cyclohexanone with a chiral prolinamide and the allene with a copper(i) co-catalyst to deliver the stereodefined bicyclic core, is described. Successful application to oxygen analogues was also achieved, thereby providing a new enantioselective synthetic entry to architecturally complex bicyclic ethereal frameworks. The mechanistic pathway and the origin of enantio- and diastereoselectivities has been uncovered using density functional theory (DFT) calculations.",
author = "Lin Zhang and Ken Yamazaki and Leitch, {Jamie A.} and Ruben Manzano and Atkinson, {Victoria A.M.} and Hamlin, {Trevor A.} and Dixon, {Darren J.}",
note = "Funding Information: L. Z. is supported by the funding from the European Union's Horizon 2020 Research and Innovation Program under the Marie Sklodowska-Curie grant agreement no. 751281-H2020-MSCA-IF-2016. K. Y. thanks the Honjo International Scholarship Foundation for funding. This work was supported by The Netherlands Organization for Scientic Research (NWO). J. A. L. thanks the Leverhulme Trust (RPG-2017-069) for a research fellowship. R. M. thanks the EU commission for IEF (PIEF-GA-2013-627232). We thank Heyao Shi for X-ray structure determination and Dr Amber L. Thompson and Dr Kirsten E. Christensen (Oxford Chemical Crystallography Service) for X-ray mentoring and help. Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",
year = "2020",
month = jun,
day = "28",
doi = "10.1039/d0sc02878a",
language = "English",
volume = "11",
pages = "7444--7450",
journal = "Chemical Science",
issn = "2041-6520",
publisher = "Royal Society of Chemistry",
number = "28",
}