Diastereoselective Synthesis of Diquinanes and Triquinanes
Bearing Vicinal Quaternary Carbon Stereocenters from Acyclic Allene-based
Precursors via a Cascade Reaction
Shuang Li
Pengpeng Zhang
Yuanhe Li
Shumin Lu
Jianxian Gong
Zhen Yang
10.1021/acs.orglett.7b01733.s001
https://acs.figshare.com/articles/journal_contribution/Diastereoselective_Synthesis_of_Diquinanes_and_Triquinanes_Bearing_Vicinal_Quaternary_Carbon_Stereocenters_from_Acyclic_Allene-based_Precursors_via_a_Cascade_Reaction/5305360
A cascade benzenethiol-mediated intramolecular
[3 + 2] cycloaddition
reaction between an allene and an α,β-unsaturated aldehyde
or ester is developed for the diastereoselective synthesis of [3.3.0]
bicyclic system bearing two quaternary atoms at their bridgehead positions.
Notably, these structurally complex systems can be found in a wide
range of natural products.
2017-08-11 18:33:52
bicyclic
Triquinanes Bearing Vicinal Quaternary Carbon Stereocenters
Cascade Reaction
intramolecular
Diastereoselective Synthesis
cycloaddition
bridgehead positions
aldehyde
allene
ester
Diquinane
benzenethiol-mediated
Acyclic Allene-based Precursors
diastereoselective synthesis
quaternary atoms
cascade