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NMO⋅TPB: A Selectivity Variation on the Ley–Griffith TPAP Oxidation
Author(s) -
Moore Peter W.,
Mirzayans Paul M.,
Williams Craig M.
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406256
Subject(s) - chemistry , tetraphenylborate , anhydrous , selectivity , tetra , allylic rearrangement , molecular sieve , inorganic chemistry , medicinal chemistry , organic chemistry , catalysis , ion
A non‐hygroscopic tetraphenylborate salt of N ‐methylmorpholine‐ N ‐oxide (NMO) is reported (NMO ⋅ TPB), which modulates the standard Ley–Griffith oxidation such that benzylic and allylic alcohols are oxidised selectively. An attractive feature of this new protocol is that anhydrous conditions are not required for this selective tetra‐ n ‐propylammonium perruthenate (TPAP) oxidation, superseding the requirement of molecular sieves.