Enantioselective Narasaka–Heck cyclizations: synthesis of tetrasubstituted nitrogen-bearing stereocenters† †Electronic supplementary information (ESI) available: Experimental procedures and characterisation data for all compounds are provided. CCDC 1438659 and 1438660. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6sc04466b Click here for additional data file. Click here for additional data file.

نویسندگان

Nicholas J. Race

Adele Faulkner

Gabriele Fumagalli

Takayuki Yamauchi

James S. Scott

Marie Rydén-Landergren

Hazel A. Sparkes

John F. Bower

چکیده

School of Chemistry, University of Bristol, B bris.ac.uk AstraZeneca, Alderley Park, Maccleseld, C AstraZeneca, Pepparedsleden 1, Mölndal, 4 † Electronic supplementary information ( and characterisation data for all compou 1438660. For ESI and crystallographic dat DOI: 10.1039/c6sc04466b ‡ These authors contributed equally. § Author to whom correspondence shou structures of 3b and Pd[(Sa,S)-L-2f]Cl2 (4). Cite this: Chem. Sci., 2017, 8, 1981

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منابع مشابه

Asymmetric synthesis of cyclopentanes bearing four contiguous stereocenters via an NHC-catalyzed Michael/Michael/esterification domino reaction† †Electronic supplementary information (ESI) available: Experimental procedures and characterization date (NMR, IR, MS, HPLC). CCDC 1437686. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc09581f Click here for additional data file. Click here for additional data file.

An NHC-catalyzed Michael/Michael/esterification domino reaction via homoenolate/enolate intermediates for the asymmetric synthesis of tetrasubstituted cyclopentanes bearing four contiguous stereocenters is described. A variety of α,β-unsaturated aldehydes and 2-nitroallylic acetates react well with good domino yields and high stereoselectivities.

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