Enantioselective synthesis of erythro-4-deoxyglycals as scaffolds for target- and diversity-oriented synthesis: new insights into glycal reactivity. Academic Article uri icon

Overview

abstract

  • An efficient, enantioselective synthesis of erythro-4-deoxyglycals has been developed using asymmetric aldehyde allylation and tungsten-catalyzed alkynol endo-cycloisomerization as the key steps. These versatile synthetic scaffolds have been elaborated to a variety of products using stereoselective transformations that are complementary to those available using the corresponding threo glycals. This work has provided valuable insights into the relationships between glycal structure and reactivity. In addition, a new diene-forming side reaction during tungsten-catalyzed alkynol cycloisomerization has been discovered.

publication date

  • January 24, 2005

Research

keywords

  • Heterocyclic Compounds, 1-Ring

Identity

Scopus Document Identifier

  • 15244347851

PubMed ID

  • 15731865

Additional Document Info

volume

  • 3

issue

  • 5