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2005
Polyphenylalkane derivatives
Q 0720
Catalytic, Highly Enantio- and Diastereoselective Pinacol Coupling Reaction with
New Tethered Bis(8-quinolinolato) Ligand. — By use of CBQ as precatalyst and
07- 082 amanganese
as co-reducing agent, aromatic aldehydes undergo pinacolization in the
presence of TesCl as product scavenger. The isolated crude silyl ethers are desilylated
under acidic conditions to give the desired diols in high yields and excellent diastereoand enantioselectivities. The present method applies the lowest catalyst/substrate ratio
reported for an asymmetric pinacol coupling reaction. Surprisingly, the method is not
limited to aromatic aldehydes, as aliphatic aldehyde (III) undergoes the coupling. —
(TAKENAKA, N.; XIA, G.; YAMAMOTO*, H.; J. Am. Chem. Soc. 126 (2004) 41,
13198-13199; Dep. Chem., Univ. Chicago, Chicago, IL 60637, USA; Eng.) — Klein
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