Abstract
A systematic study of the diastereoselective alkylation of anions derived from racemic N-substituted P-alkyl 1,3,2-diazaphosphorinane 2-oxides was carried out with variation of the N-substituent. High diastereoselectivity for the methylation of a P-benzyl anion has been achieved with N-neopentyl derivative 5d. Similarly, a P-ethyl anion derived from N-neopentyl derivative 6d showed high diastereoselectivity upon benzylation. The observed difference in alkylation diastereoselectivity between P-ethyl and P-benzyl anions for various N-alkyl substituents is discussed.Key words: phosphonamide-stabilized carbanions, alkylation, asymmetric, stereoselective, organolitihium.
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