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Paper
Org. Biomol. Chem., 2009, 7, 4611 - 4621, DOI: 10.1039/b910784c
Magnesium-mediated intramolecular reductive coupling: a stereoselective synthesis of C2-symmetric 3,4-bis-silyl-substituted adipic acid derivatives
Pintu K. Kundu and Sunil K. Ghosh
Chiral C2-symmetric 3,4-bis-silyl-substituted adipic acid derivatives have been synthesised by a Mg/trimethylsilyl chloride-mediated intramolecular reductive coupling of symmetrical disiloxanes of
-silylacrylic acid N-oxazolidinone derivatives. Efficient and short syntheses of enantiomerically pure enantiomers of 2,6-dioxabicyclo[3.3.0]octane-3,7-dione have been achieved from the bis-silylated adipic acid derivatives using Fleming–Tamao oxidation as the key step.
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