Diastereoselective Synthesis of Diquinanes and Triquinanes
Bearing Vicinal Quaternary Carbon Stereocenters from Acyclic Allene-based
Precursors via a Cascade Reaction
Posted on 2017-08-11 - 18:33
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.
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Li, Shuang; Zhang, Pengpeng; Li, Yuanhe; Lu, Shumin; Gong, Jianxian; Yang, Zhen (2017). Diastereoselective Synthesis of Diquinanes and Triquinanes
Bearing Vicinal Quaternary Carbon Stereocenters from Acyclic Allene-based
Precursors via a Cascade Reaction. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b01733
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