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1153742 
Journal Article 
Synthesis of endo-(3-azabicyclo[3.1.0]hex-6-yl)-methanol and derivatives as new geometric/charge mimics of glycosyltransfer transition states 
Young, JEP; Horenstein, NA 
2004 
1 
Tetrahedron Letters
ISSN: 0040-4039
EISSN: 1873-3581 
PERGAMON-ELSEVIER SCIENCE LTD 
OXFORD 
45 
52 
9505-9507 
English 
WOS:000225623200002 
The syntheses of azabicyclo[3.1.0]hexane transition state (TS) analogs are described. Cyclopropanation of N-Boc-3-pyrroline with ethyl diazoacetate afforded a 1.6:1 exo/endo ratio of the resulting ester. Reduction of the endo-isomer with LiAlH 4 yielded the alcohol which was phosphorylated, or iodinated to provide access to aglycon containing TS analogs. © 2004 Published by Elsevier Ltd. 
aza-bicyclohexane; transition state analog; glycosylase; glycosyltransferase 
IRIS
• Methanol (Non-Cancer)
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