ChemInform Abstract: Reaction of Lactim Ethers and Lactim Sulfides with Electrophiles: Attack at Nitrogen Followed by Ring-Opening under Neutral Conditions.
Abstract
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ChemInform Abstract
Title compounds (I) and (V) are attacked exclusively at the ring nitrogen atom when treated with electrophilic push-pull ethylenes. Substitution is followed by a ring opening reaction. Lactim sulfides give higher yields than the corresponding lactim ethers. The new route also provides useful intermediates for the synthesis of peptides incorporating non-natural α-alkylated amino acids (→ (IX)) .
