New Routes to N-Alkylated Cyclic Sulfamidates

BOC- and dibenzosuberyl-protected chiral and hindered cyclic sulfamidates ([1,2,3]-oxathiazolidine-2,2-dioxides) were synthesized and subsequently deprotected using trifluoroacetic acid. The resulting crystalline sulfamidates were then used in several alkylation reactions involving benzyl bromide an...

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Veröffentlicht in:	Journal of organic chemistry 2002-07, Vol.67 (15), p.5164-5169
Hauptverfasser:	Posakony, Jeffrey J, Grierson, John R, Tewson, Timothy J
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkylation Catalysis Chemistry Combinatorial Chemistry Techniques - methods Cyclization Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Magnetic Resonance Spectroscopy Molecular Structure Organic chemistry Preparations and properties Sulfonamides - chemical synthesis Sulfonamides - chemistry
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Beschreibung
Zusammenfassung:	BOC- and dibenzosuberyl-protected chiral and hindered cyclic sulfamidates ([1,2,3]-oxathiazolidine-2,2-dioxides) were synthesized and subsequently deprotected using trifluoroacetic acid. The resulting crystalline sulfamidates were then used in several alkylation reactions involving benzyl bromide and alcohols in a versatile route to cyclic sulfamidates with differing N-alkyl substituents.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo0157019