Diastereoselective Construction of the 6‑Oxa-2-azabicyclo[3.2.1]octane Scaffold from Chiral α‑Hydroxyaldehyde Derivatives by the Aza-Prins Reaction
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https://figshare.com/articles/dataset/Diastereoselective_Construction_of_the_6_Oxa-2-azabicyclo_3_2_1_octane_Scaffold_from_Chiral_Hydroxyaldehyde_Derivatives_by_the_Aza-Prins_Reaction/5245270
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资源简介：
(R)-2,3-Di-O-benzylglyceraldehyde
and N-tosyl homoallylamine undergo aza-Prins cyclization
to afford (1R,5S,7S)-7-[(benzyloxy)methyl]-2-tosyl-6-oxa-2-azabicyclo[3.2.1]octane in
a highly diastereoselective manner through an unexpected intramolecular
nucleophilic attack. Our work has opened a new route toward the asymmetric
synthesis of 7-(alkyl or aryl)-6-oxa-2-azabicyclo[3.2.1]octane derivatives
from chiral α-hydroxyaldehyde derivatives in one step.
创建时间：
2017-07-26
