FULLY SUBSTITUTED CARBON CENTERS BY DIASTEREOSELECTIVE SPIROCYCLIZATION: STEREOSELECTIVE SYNTHESIS OF (+)-LEPADIFORMINE C

Reductive lithiation of N-Boc α-amino nitriles generated α-amino alkyllithium reagents with unexpected selectivity. The intermediate radical prefers to align with the nitrogen lone pair, and this interaction leads to an A(1,3)-strain effect that biases the conformation of the radical. In cyclohexane...

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Bibliographic Details
Main Authors: Perry, Matthew A., Morin, Matthew D., Slafer, Brian W., Wolckenhauer, Scott A., Rychnovsky, Scott D.
Format: Artigo
Language:Inglês
Published: 2010
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Article
Online Access:https://ncbi.nlm.nih.gov/pmc/articles/PMC2912418/
https://ncbi.nlm.nih.gov/pubmed/20578697
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/ja104250b
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