Helvetica Chimica Acta p. 2182 - 2190 (1997)
Update date:2022-08-03
Topics:
Mueller, Juergen F. K.
Neuburger, Markus
Zehnder, Margareta
The synthesis and X-ray analysis of a racemic dilithiated S-ethyl-N-methyl-S-phenylsulfoximine cluster 2 with N,N,N',N'-tetramethylethane-1,2-diamine (TMEDA) as coordinating solvent is presented. The lithium complex 2 consists of a mixed tetrameric mono- and dilithio salt. Unexpectedly, a separation of the enantiomers in mono-and dilithiated antipodes with respect to the chirality center on the S-atom is observed. Dilithiation of S-ethyl-N-methyl-S-phenylsulfoximine (1) affords a chiral dinucleophile which undergoes highly regio- and stereoselective alkylation reactions with bis-electrophiles.
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