Title: The Rearrangement Route to 3-CH<sub>2</sub>X-2-azabicyclo[2.1.1]hexanes. Substituent Control of Neighboring Group Participation
Abstract: The stereocontrolled synthesis of a functionalized 3-hydroxymethyl-2-azabicyclo[2.1.1]hexane synthon for a variety of methano-bridged pyrrolidines has been effected. The key step in an electrophilic addition-rearrangement route uses a 3-nosyloxymethyl group in the 2-azabicyclo[2.2.0]hex-5-ene precursor in order to suppress unwanted competitive oxygen neighboring group participation. [reaction: see text]
Publication Year: 2002
Publication Date: 2002-03-22
Language: en
Type: article
Indexed In: ['crossref', 'pubmed']
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Cited By Count: 20
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