Manifold generates sulfenyl chlorides rapidly, enabling efficient oligosaccharide assembly, suggesting improved glycosylation methods.
Thioglycoside preactivation enables one-pot oligosaccharide assembly but relies on unstable sulfenyl chloride activators. We report a user-friendly manifold that forms sulfenyl chlorides in seconds from common thiols and N-chlorosuccinimide, with succinimide precipitating and the clear supernatant serving as a drop-in activator solution. The protocol tolerates the substrate scope, accommodating special stereoselective glycosylation reactions and iterative one-pot sequences. A concise synthesis of a human milk tetrasaccharide demonstrates rapid one-pot access to a biologically relevant motif.
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Sun et al. (2026) studied this question.
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