An alternate route to the C(7)C(13)subunit of erythronolide B via A hydropyran template

Autor:	Onorato Campopiano, Arthur C. Chandler, Mangalam S. Nair, Steven D. Burke
Rok vydání:	1987
Předmět:	Claisen rearrangement Erythronolide B chemistry.chemical_compound Chemistry Stereochemistry Yield (chemistry) Protein subunit Organic Chemistry Drug Discovery Acetal Aliphatic compound Biochemistry
Zdroj:	Tetrahedron Letters. 28:4147-4148
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)95562-x
Popis:	Conversion of ( R )-3-benzyloxy-2-methylpropionaldehyde ( 4 ) to the erythronolide B C(7)C(13) subunit 13 in 15% overall yield is described. Chelation-controlled carbonyl additions and a dioxanone-to-dihydropyran Claisen rearrangement are key steps.
Databáze:	OpenAIRE
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