Synthesis of cyclic sulfates by halocyclization.
[reaction: see text]. We report the synthesis of cyclic sulfates by halocyclization. The resulting cyclic sulfate products can be opened selectively with sodium azide to transform them into highly functionalized compounds that contain azide, alcohol, and halide groups.
Steinmann
J G
JG
Departments of Chemistry and Biochemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.
Phillips
J H
JH
Sanders
W J
WJ
Kiessling
L L
LL
D003500:Cyclization; D007202:Indicators and Reagents; D010084:Oxidation-Reduction; D019810:Sodium Azide / Q000737:chemistry; D013463:Sulfuric Acid Esters / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D013463:Sulfuric Acid Esters; D019810:Sodium Azide