Diastereoselective Synthesis of Diquinanes and Triquinanes Bearing Vicinal Quaternary Carbon Stereocenters from Acyclic Allene-based Precursors via a Cascade Reaction.

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.

• Publication year

  2017

• Venue

  Organic Letters

• Publication date

  2017-08-11

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/acs.orglett.7b01733PMID 28800241
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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