Published June 24, 2013
| Accepted Version + Supplemental Material
Journal Article
Open
Enantioselective Construction of α-Quaternary Cyclobutanones by Catalytic Asymmetric Allylic Alkylation
Chicago
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Abstract
No strain, no gain! The first transition metal-catalyzed enantioselective α-alkylation of cyclobutanones is reported. This method employs palladium catalysis and an electron-deficient PHOX-type ligand to afford all-carbon α-quaternary cyclobutanones in good to excellent yields and enantioselectivities (see scheme).
Additional Information
© 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Received: March 4, 2013; Revised: April 17, 2013; Published online: May 17, 2013. The authors wish to thank NIH-NIGMS (R01GM080269-01), Deutsche Forschungsgemeinschaft (DFG postdoctoral fellowship to C.E.), Amgen, Abbott, Boehringer Ingelheim, and Caltech for financial support. Materia, Inc. is gratefully acknowledged for the donation of catalysts. Dr. Mona Shahgholi and Naseem Torian are acknowledged for high-resolution mass spectrometry assistance. Jonny Gordon is acknowledged for insightful discussions. Robert Craig is gratefully acknowledged for providing compound L3 and for insightful discussion.Attached Files
Accepted Version - nihms523185.pdf
Supplemental Material - anie_201301815_sm_miscellaneous_information.pdf
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anie_201301815_sm_miscellaneous_information.pdf
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Additional details
- PMCID
- PMC3817853
- Eprint ID
- 39845
- Resolver ID
- CaltechAUTHORS:20130809-133957166
- NIH
- R01GM080269-01
- Deutsche Forschungsgemeinschaft (DFG)
- Amgen
- Abbott
- Boehringer Ingelheim
- Caltech
- Created
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2013-08-09Created from EPrint's datestamp field
- Updated
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2023-06-01Created from EPrint's last_modified field