Skip to Content
Merck

"Extreme" Ugi reactions with some complex α-amino acids.

Organic letters (2012-09-08)
Charles Dylan Turner, Marco A Ciufolini
ABSTRACT

The Ti(IV)-catalyzed Ugi condensation of α-amino acids with electron-rich aromatic aldehydes performs adequately even with sterically demanding α-amino carboxylate salts. The reaction occurs diastereoselectively, in some cases with virtually complete diastereoselectivity. A stereochemical rationale for the reaction is proposed.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Titanium(IV) chloride, ReagentPlus®, 99.9% trace metals basis
Sigma-Aldrich
Titanium tetrachloride, packaged for use in deposition systems
Sigma-Aldrich
Titanium(IV) chloride solution, 0.09 M in 20% HCl
Sigma-Aldrich
Titanium(IV) chloride solution, 1.0 M in methylene chloride