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N-Trimethylsilyloxyenamines as new aldehyde enolate synthons: general, efficient and diastereoselective aldol reaction with ketals and acetals
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SYSNO ASEP 0342453 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title N-Trimethylsilyloxyenamines as new aldehyde enolate synthons: general, efficient and diastereoselective aldol reaction with ketals and acetals Author(s) Sonawane, Manoj R. (UOCHB-X) RID
Císařová, I. (CZ)
Lyapkalo, Ilya (UOCHB-X)Number of authors 3 Source Title Chemical Communications. - : Royal Society of Chemistry - ISSN 1359-7345
Roč. 46, č. 15 (2010), s. 2656-2658Number of pages 3 s. Language eng - English Country GB - United Kingdom Keywords N-Trimethylsilyloxyenamines ; aldol reaction ; diastereoselectivity ; Trimethylsilyl trifluoromethanesulfonate Subject RIV CC - Organic Chemistry CEZ AV0Z40550506 - UOCHB-X (2005-2011) UT WOS 000276153800038 DOI 10.1039/b924880c Annotation E-N-Trimethylsilyloxyenamines, easily accessible from aldonitrones, proved to be excellent nucleophiles in TMSOTfinduced diastereoselective aldol reaction, both with ketals and acetals, proceeding via an extended transition state and leading to a new aldol C–C-bond in the aldonitrone products, that can be readily hydrolysed to the corresponding aldehydes. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2011
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