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Synthesis of the C-13 Side Chain Precursors of the 9-Dihydrotaxane Analogue ABT-271

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journal contribution
posted on 21.10.2000, 00:00 by M. Robert Leanna, John A. DeMattei, Wenke Li, Paul J. Nichols, Michael Rasmussen, Howard E. Morton
N-Boc-l-Leucinol was converted to two C-13 side chain precursors of the 9-dihydrotaxane analogue ABT-271. The trans-oxazolidine acid 4 and the cis-Boc-lactam 2b were prepared in 44% and 40% overall yield, respectively, and with excellent (>98%) stereochemical purity.