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``Extreme'' Ugi Reactions With Some Complex alpha-Amino Acids

Title``Extreme'' Ugi Reactions With Some Complex alpha-Amino Acids
Publication TypeJournal Article
Year of Publication2012
AuthorsTurner, CDylan, Ciufolini, MA
JournalORGANIC LETTERS
Volume14
Pagination4970-4973
Date PublishedSEP 21
ISSN1523-7060
Abstract

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

DOI10.1021/ol302379a