Preparation of chiral α-substituted alaninates through an efficient diastereoselective synthesis of trisubstituted allylic alcohols

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Tri without fail: The highly diastereoselective addition of vinylaluminum reagents, generated in situ from the zirconium-catalyzed carboalumination of various alkynes and Me3Al, to the easily accessible (2S,5R,6R)-5,6-dimethyl-[1,4]dioxane-2-carbaldehyde (1 b) afforded the corresponding trisubstituted allylic alcohols, and a subsequent Overman reaction yielded allylic amines that contain chiral quaternary carbon stereocenters.

Original languageEnglish
Pages (from-to)80-83
Number of pages4
JournalChemistry - An Asian Journal
Volume8
Issue number1
DOIs
Publication statusPublished - 2013 Jan 1

Keywords

  • allylic compounds
  • amines
  • butane-1,2-diacetal-protected L -glyceraldehyde
  • diastereoselectivity
  • α-substituted alaninates

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Preparation of chiral α-substituted alaninates through an efficient diastereoselective synthesis of trisubstituted allylic alcohols'. Together they form a unique fingerprint.

  • Cite this