The Rearrangement Route to
3-CH2X-2-azabicyclo[2.1.1]hexanes.
Substituent Control of Neighboring
Group Participation

Sonnet, Philip E.

The Rearrangement Route to 3-CH₂X-2-azabicyclo[2.1.1]hexanes. Substituent Control of Neighboring Group Participation

Posted on 2002-03-22 - 00:00

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.

CITE THIS COLLECTION

Krow, Grant R.; Yuan, Jing; Lin, Guoliang; Sonnet, Philip E. (2016). The Rearrangement Route to 3-CH₂X-2-azabicyclo[2.1.1]hexanes. Substituent Control of Neighboring Group Participation. ACS Publications. Collection. https://doi.org/10.1021/ol020007g

https://doi.org/10.1021/ol020007g

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