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For clarity and consistency, in Scheme 1 only the derivatives with the (S) absolute configuration at the sulfur stereocenter are indicated because these compounds are used later in corresponding asymmetric syntheses.
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For clarity and consistency, in Scheme 1 only the derivatives with the (S) absolute configuration at the sulfur stereocenter are indicated because these compounds are used later in corresponding asymmetric syntheses.
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13C NMR chemical shift of the imine carbon atom (δ = -4.4 ppm); this strongly suggests coordination of magnesium to the sulfinimine moiety.
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s) sulfinimine to afford the other stereoisomer, which is not consistent with our experimental results.
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Reactions via the cis isomer of the sulfinyl imine have been proposed to explain the stereoselectivity during reactions with cyclohexadienyl Grignard reagents, see:, however, to the best of our knowledge, there is no evidence to date for a possible trans-cis isomerization with these N-tert-butanesulfinyl imines.
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CCDC-802575 (for 12a), -CCDC-802578 (for 11c), -CCDC-802576 (for 7d), and -CCDC-802577 (for 11d) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
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CCDC-802575 (for 12a), -CCDC-802578 (for 11c), -CCDC-802576 (for 7d), and -CCDC-802577 (for 11d) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
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