Construction of adjacent quaternary and tertiary stereocenters via an organocatalytic allylic alkylation of Morita-Baylis-Hillman carbonates

Advanced Synthesis and Catalysis

Volumn 349, Issue 3, 2007, Pages 281-286

  Van Steenis, Dirk Jan V C ^a   Marcelli, Tommaso ^a   Lutz, Martin ^b   Spek, Anthony L ^b   Van Maarseveen, Jan H ^a   Hiemstra, Henk ^a  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

^b UTRECHT UNIVERSITY   (Netherlands)

Author keywords

Allylic substitution; Asymmetric catalysis; Baylis Hillman reaction; Cinchona alkaloids; Hydrogen bond

Indexed keywords

EID: 34547200405     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200600467     Document Type: Article

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25. Similar results were obtained with carbonate la: adduct 3a was obtained as a single diastereomer in 63% yield and 99% ee after recrystallization; see Supporting Information for details.
26. Experimental details of the crystal structure determinations for 3f, If, and 3a are given in the Supporting Information. CCDC-619143 (compound 3f), CCDC619144 (If) and CCDC-619145 (3) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam. ac.uk/data request/cif.