Abstract
The diastereoselective synthesis of highly substituted β-lactams by intramolecular Tsuji-Trost allylation is reported. Judicious selection of the ligand on palladium allows selective access to either the trans isomer (in generally good to excellent yield with very high diastereomeric excess) or cis isomer (with yields and diastereoselectivity ranging from modest to excellent depending on the substrate). The reaction proceeds under exceedingly mild conditions (rt, no additives) with a broad range of substrates, which are readily accessible by the Ugi reaction.
Original language | English |
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Pages (from-to) | 9566-9584 |
Number of pages | 19 |
Journal | Journal of Organic Chemistry |
Volume | 85 |
Issue number | 15 |
Early online date | 25 Jun 2020 |
DOIs | |
Publication status | Published - 7 Aug 2020 |
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CCDC 1957914: Experimental Crystal Structure Determination
Faltracco, M. (Contributor), Sukowski, V. (Contributor), van Druenen, M. (Contributor), Hamlin, T. A. (Contributor), Bickelhaupt, F. M. (Contributor) & Ruijter, E. (Contributor), Unknown Publisher, 7 Aug 2020
DOI: 10.5517/ccdc.csd.cc23qcjr, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc23qcjr&sid=DataCite
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