Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 67, Issue 19, Pages 6646-6652Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0203239
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An expedient synthesis of the polymer-supported aldehyde 3, as a Garner aldehyde equivalent, is described. Oxazolidine 3 may be obtained through preformation of aldehyde linker 4 in solution and loaded onto amine-terminating resin under peptide-coupling conditions, or alternatively via oxidation of polymer-bound alcohol 14. The integrity of the serine-derived stereocenter is maintained through all steps of the synthesis.
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