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. Author manuscript; available in PMC: 2007 Jul 2.
Published in final edited form as: Org Lett. 2002 Dec 12;4(25):4455–4458. doi: 10.1021/ol0269852

Table 1.

Survey of Ligands for the Asymmetric Dihydroxylation of 11

graphic file with name nihms-10612-0005.jpg
ligand oxidant solvent 12a/12b
(DHQD)2PHAL K3Fe(CN)6 tBuOH/H2O  1:5
(DHQD)2PYR K3Fe(CN)6 tBuOH/H2O <1:2
(DHQD)2AQN K3Fe(CN)6 tBuOH/H2O  1:5
DHQD-IND K3Fe(CN)6 tBuOH/H2O  2:3
(DHQ)2PHAL K3Fe(CN)6 tBuOH/H2O  1:1
(DHQ)2PYR K3Fe(CN)6 tBuOH/H2O  1:2
(DHQD)2AQN K3Fe(CN)6 tBuOH/H2O  1:2
DHQD-IND K3Fe(CN)6 tBuOH/H2O  1:5
DHQD-IND K3Fe(CN)6 acetone/tBuOH/H2O <1:2
NMO iPrOH  1:1
NMO acetone/tBuOH/H2O  1:1