doi: 10.1021/jo0302861.
Syntheses and reactions of optically active alpha-aminoallenylstannanes
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- PMID: 14703385
- DOI: 10.1021/jo0302861
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Syntheses and reactions of optically active alpha-aminoallenylstannanes
J Org Chem.
.
Abstract
Lithiation/stannylation of optically active N-propargyloxazolidinones produced optically active alpha-oxazolidinonylallenylstannanes. Reaction of these with aldehydes in the presence of BF(3).OEt(2) produced beta-hydroxypropargylamines with high syn diastereoselectivity and ee. These were converted to gamma-hydroxy-beta-amino acids by oxidative cleavage of the alkyne.
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