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An Approach to the Site‐Selective Deoxygenation of Hydroxy Groups Based on Catalytic Phosphoramidite Transfer
Author(s) -
Jordan Peter A.,
Miller Scott J.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201109033
Subject(s) - miller , haven , library science , chemistry , political science , computer science , mathematics , ecology , combinatorics , biology
Selective : The deoxygenation of simple and complex natural products employing a readily synthesized phosphoramidite and tetrazole catalysts can be executed as a two‐step process, without the need to isolate intermediate deoxygenation precursors. Furthermore, a peptide‐based tetrazole catalyst controls the site selectivity of deoxyerythromycin synthesis (see scheme), thus overcoming the notorious challenges with unprotected erythromycin A.