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Bifunctional Catalysts Stabilized on Nanocrystalline Magnesium Oxide for One‐Pot Synthesis of Chiral Diols
Author(s) -
Choudary Boyapati M.,
Jyothi Karangula,
Roy Moumita,
Kantam Mannepalli L.,
Sreedhar Bojja
Publication year - 2004
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200404112
Subject(s) - chemistry , bifunctional , catalysis , dihydroxylation , bifunctional catalyst , enantioselective synthesis , medicinal chemistry , benzil , nanocrystalline material , organic chemistry , crystallography
New bifunctional catalysts composed of PdCl 4 2− , OsO 4 2− and OsO 4 2− , WO 4 2− designed and prepared by a counterionic stabilization technique involving the reactions of Na 2 PdCl 4 ‐K 2 OsO 4 and K 2 OsO 4 ‐Na 2 WO 4 with nanocrystalline MgO are well characterized. These bifunctional catalysts, NAP‐Mg‐PdOs and NAP‐Mg‐OsW perform tandem Heck asymmetric dihydroxylation and asymmetric dihydroxylation‐ N ‐oxidation reactions, respectively, in the presence of the chiral ligand 1,4‐bis(9 ‐o‐ dihydroquinidinyl)phthalazine [(DHQD) 2 PHAL] in a single pot. It is quite impressive to note that H 2 O 2 is used as a terminal oxidant to provide N ‐methylmorpholine N ‐oxide (NMO) in situ by the oxidation of N ‐methylmorpholine (NMM) in the asymmetric dihydroxylation‐ N ‐oxidation catalyzed by NAP‐Mg‐OsW.