Sequential additions of nucleophiles to tricarbonyl(η4-cycloheptadienyl)iron tetrafluoroborate

Wulf Blankenfeldt, Jin Wei Liao, Li Chin Lo, Ming Chang P. Yeh

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Reaction of lithium diisopropylamide (LDA) with (η4-cycloheptadiene)Fe(CO)3 complexes bearing functionalized side chains at C-5, under an atmosphere of carbon monoxide, gives the bridged bicyclo[4.2.1.]nonane derivative 3 after acid quenching, whereas treatments of the reaction mixture with carbon electrophiles furnished the tricyclo[5.2.1.04,8]decane derivative 7. The iron-mediated intramolecular nucleophilic addition allows for the direct stereocontrol of six stereogenic centers of the tricyclic skeleton.

Original languageEnglish
Pages (from-to)7361-7364
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number41
DOIs
Publication statusPublished - 1996 Oct 7

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Sequential additions of nucleophiles to tricarbonyl(η<sup>4</sup>-cycloheptadienyl)iron tetrafluoroborate'. Together they form a unique fingerprint.

  • Cite this