Organic Letters
Letter
Berlin) for experimental support and Ulrike Warzok (FU
Berlin) for her help. C.M. thanks the FCI for a Liebig
Fellowship and the Deutsche Forschungsgemeinschaft (DFG)
for support through the Cluster of Excellence RESOLV (“Ruhr
Explores Solvation”, EXC 1069).
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Figure 1. Optimized geometries for 31 (a) and 36 (b) and
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amine-catalyzed Robinson annulations or catalytic asymmetric
Wittig reactions gave the bicyclic enones in high enantiomeric
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Each of the bridges of propellane 30 could be further
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ASSOCIATED CONTENT
* Supporting Information
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The Supporting Information is available free of charge on the
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X-ray crystallographic data for 21 (CIF)
X-ray crystallographic data for 43 (CIF)
X-ray crystallographic data for 48 (CIF)
Experimental procedures, stereochemistry assignments,
and characterization data of the synthesized compounds
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AUTHOR INFORMATION
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2004, 43, 4063−4067; Angew. Chem. 2004, 116, 4155−4159.
(b) Yamamoto, Y. Chem. Rev. 2012, 112, 4736−4769.
Corresponding Author
ORCID
(19) (a) Schelwies, M.; Farwick, A.; Rominger, F.; Helmchen, G. J.
Org. Chem. 2010, 75, 7917−7919. (b) Furstner, A.; Szillat, H.; Gabor,
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B.; Mynott, R. J. Am. Chem. Soc. 1998, 120, 8305−8314.
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Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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We thank Umicore for the generous donation of metathesis
catalysts. V.M.S. thanks the Beilstein Institut and the Dahlem
Research School for Ph.D. scholarships. We thank Luise
Schefzig, Isabelle Heing genannt Becker, and Caitlin Puro (FU
D
Org. Lett. XXXX, XXX, XXX−XXX