71069-25-5Relevant articles and documents
Catalytic regioselective sulfonylation of α-chelatable alcohols: Scope and mechanistic insight
Martinelli, Michael J.,Vaidyanathan, Rajappa,Pawlak, Joseph M.,Nayyar, Naresh K.,Dhokte, Ulhas P.,Doecke, Christopher W.,Zollars, Lisa M. H.,Moher, Eric D.,Khau, Vien Van,Kosmrlj, Berta
, p. 3578 - 3585 (2002)
This paper describes a convenient protocol for the regioselective sulfonylation of α-chelatable alcohols. Typically, the reaction of α-heterosubstituted alcohols with 1 equiv of p-TsCl and 1 equiv of Et3N in the presence of 2 mol % of Bu2SnO leads to rapid, regioselective, and exclusive monotosylation. The pKa of the amine was correlated to the reaction rate. A plausible mechanism for this reaction has been proposed on the basis of 119Sn NMR studies.
SIMPLE ONE-STEP SYNTHESIS OF TERMINAL CARBOHYDRATE OXIRANES USING PHASE-TRANSITION CATALYSIS
Zhdanov, Yu. A.,Alekseev, Yu. E.,Alekseeva, V. G.,Polenov, V. A.,Korol', E. L.,et al.
, p. 2325 - 2329 (2007/10/02)
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