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 regie‐ and stereoselective alkylation reactions with bis‐electrophiles.
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Müller et al. (1997) studied this question.
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