Tampere University of Technology

TUTCRIS Research Portal

Four-Component Assembly of Chiral N-B Heterocycles with a Natural Product-Like Framework

Research output: Contribution to journalArticleScientificpeer-review

Details

Original languageEnglish
Pages (from-to)988-991
Number of pages4
JournalOrganic Letters
Volume14
Issue number4
DOIs
Publication statusPublished - 17 Feb 2012
Publication typeA1 Journal article-refereed

Abstract

The dative N-B bond was used to simply assemble heterocycles with a skeleton akin to the 5-oxofuro[2,3-b]furan motif. Twenty-five new N-B heterocycles were prepared via a highly efficient one-pot four-component reaction in yields and diastereoselectivities up to 95% and >97%, respectively. Several reaction intermediates were discovered using electrospray ionization mass spectroscopy which set the basis for the mechanism elucidation using DFT calculations.

Keywords

  • BORON, COMPLEXES, NITROGEN