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Thermodynamic Control of 1,3-Boratropic Shifts of α- and γ-Stannyl-Substituted Allylboranes: Hyperconjugation Outweighs Steric Effects

[Image: see text] (E)-δ -stannyl homoallylic alcohols are prepared by an allene hydroboration-aldehyde allylboration sequence (Chen et al. J. Am. Chem. Soc. 2010, 132, 7881). Key to this reaction sequence is that the kinetic allene hydroboration product, 2a, is less stable than and isomerizes to the...

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Bibliografske podrobnosti
Main Authors: Stewart, Preston S., Chen, Ming, Roush, William R., Ess, Daniel H.
Format: Artigo
Jezik:Inglês
Izdano: 2011
Teme:
Online dostop:https://ncbi.nlm.nih.gov/pmc/articles/PMC3462665/
https://ncbi.nlm.nih.gov/pubmed/21323387
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/ol2001599
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