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1,3-Asymmetric induction in dianionic allylation reactions of amino acid derivatives-synthesis of functionally useful enantiopure glutamates, pipecolates and pyroglutamates

โœ Scribed by Stephen Hanessian; Roberto Margarita

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
255 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Dianions derived from N-Cbz and N-Boc glutamic acid esters undergo highly stereoselective anti allylation reactions at C-4. The roles of protecting groups and of the electrophile were studied. Synthetic applications and potential utility in peptidomimetic design are also described.

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1,2-Asymmetric induction in dianionic al
1,2-Asymmetric induction in dianionic allylation reactions of amino acid derivatives-synthesis of functionally useful, enantiopure aspartates and constrained scaffolds
โœ Stephen Hanessian; Roberto Margarita; Adrian Hall; Xuehong Luo ๐Ÿ“‚ Article ๐Ÿ“… 1998 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 260 KB

Dianions derived from N-Cbz aspartic acid esters undergo highly stereoselective ant/ allylation reactions at the unsubstituted carbon. The roles of additives, of the cation and of the electrophile were studied Synthetic applications and potential utility in peptidomimetic design are also described.