A scalable synthesis of (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-car b oxylic acid

A stereoselective and scalable synthesis of (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-car b oxylic acid (3a) is described. Key to the success of the devised route was the realization that the stereoselectivity of a cyclopropanation step could be controlled by the composition of...

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Bibliographic Details
Published inTetrahedron letters Vol. 54; no. 49; pp. 6722 - 6724
Main Authors Wang, Gan, James, Clint, Meanwell, Nicholas, Hamann, Lawrence, Belema, Makonen
Format Journal Article
LanguageEnglish
Published 01.12.2013
Subjects
Functional groups
Stereoselectivity
Synthesis (chemistry)
Tetrahedrons
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Summary:A stereoselective and scalable synthesis of (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-car b oxylic acid (3a) is described. Key to the success of the devised route was the realization that the stereoselectivity of a cyclopropanation step could be controlled by the composition of the functional group at C-I-.
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SourceType-Scholarly Journals-1
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ISSN:0040-4039
DOI:10.1016/j.tetlet.2013.09.114