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Catalytic Asymmetric Formation of β-Sultams

Marian Zajac and René Peters*

*Laboratory of Organic Chemistry, ETH Zürich, Wolfgang-Pauli-Strasse 10, Hönggerberg HCI E 111, CH-8093 Zürich, Switzerland, Email: petersorg.chem.ethz.ch

M. Zajac, R. Peters, Org. Lett., 2007, 9, 2007-2010.

DOI: 10.1021/ol070644c (free Supporting Information)


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Abstract

Highly strained β-sultams, sulfonyl analogues of β-lactams, were prepared enantio- and diastereoselectively by tertiary amine catalyzed [2 + 2] cycloaddition reactions. β-Sultams are practical precursors of highly enantioenriched β-aminosulfonyl derivatives of biological interest.


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proposed mechanism



Key Words

β-Sultams, Organocatalysis


ID: J54-Y2007-1530