Intramolecular (4 + 3) cycloadditions of nitrogen-tethered epoxy enosilanes for the synthesis of heteropolycycles

Jiayun He, Shuk Mei Lam, Jerome P.L. Ng, Wing Tak Wong, Pauline Chiu

Research output: Journal article publicationJournal articleAcademic researchpeer-review

1 Citation (Scopus)

Abstract

Furans bearing epoxy enolsilane units via a tether that incorporates a nitrogen heteroatom, undergo intramolecular (4 + 3) cycloadditions to generate bis-heteroatomic polycyclic adducts having piperidine moieties in their frameworks. The cycloadducts, ultimately derived from furfural, a renewal chemical feedstock, are obtained with up to 4:1 dr and with ee retained from the epoxide.

Original languageEnglish
Pages (from-to)1523-1526
Number of pages4
JournalChinese Chemical Letters
Volume30
Issue number8
DOIs
Publication statusPublished - Aug 2019

Keywords

  • (4 + 3) cycloaddition
  • Epoxides
  • Furan
  • Heterocycles
  • Intramolecular
  • Piperidine
  • Polycyclic compounds

ASJC Scopus subject areas

  • Chemistry(all)

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