Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes



Document title: Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
Journal: Journal of the Brazilian Chemical Society
Database: PERIÓDICA
System number: 000310736
ISSN: 0103-5053
Authors: 1
Institutions: 1Universidade Estadual de Campinas, Instituto de Quimica, Campinas, Sao Paulo. Brasil
Year:
Season: Ago
Volumen: 9
Number: 4
Pages: 357-369
Country: Brasil
Language: Inglés
Document type: Artículo
Approach: Experimental
English abstract Chiral allylsilane 3 reacted with chiral alpha-methyl-beta-siloxy-aldehydes to afford the corresponding 1,4-syn-products with good diastereoselectivities independent of the absolute stereochemistry of these aldehydes. The best selectivities are observed when the reactions are carried out by transmetallation of the allylsilane 3 using Tin (IV) Chloride in CH2Cl2, at -78 °C, before addition of the aldehydes
Portuguese abstract Reação do alilsilano quiral 3 com alfa-metil-beta-siloxi-aldeídos fornece os produtos correspondentes com estereoquímica relativa 1,4-syn com boa diastereosseletividade, independente da estereoquímica absoluta dos aldeídos. As melhores seletividades são observadas quando ocorre transmetalação do alilsilano 3 usando SnCl4 em CH2Cl2, a -78 °C, antes da adição dos aldeídos
Disciplines: Química
Keyword: Química organometálica,
Alilsilano quiral,
Inducción asimétrica,
Poliacetato,
Transmetalación
Keyword: Chemistry,
Organometallic chemistry,
Chiral allylsilane,
Asymmetric induction,
Polyacetate,
Transmetallation
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