Asymmetric Synthesis of 2°- and 3°-Carbinols via B-Methallyl-10-(TMS and Ph)-9-borabicyclo[3.3.2]decanes

Autor:	José G. Román, John A. Soderquist
Rok vydání:	2007
Předmět:	Boron Compounds chemistry.chemical_classification Ketone Methanol Organic Chemistry Molecular Conformation Enantioselective synthesis Stereoisomerism Alcohol Aldehyde Article Bridged Bicyclo Compounds chemistry.chemical_compound chemistry Reagent Organic chemistry Enantiomeric excess
Zdroj:	The Journal of Organic Chemistry. 72:9772-9775
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo701633k
Popis:	Simple Grignard procedures provide methallylboranes 1a and 1b in enantiomerically pure form from air-stable precursors in 98% and 95% yields, respectively. These reagents add smoothly to aldehydes and methyl ketones, respectively, providing branched 2 degrees- (6, 69-89%, 94-99% ee) and 3 degrees- (10, 71-87%, 74-96% ee) homoallylic alcohols.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8150420cf44b3542ad3f438b26d77ee7 https://doi.org/10.1021/jo701633k Zobrazit plný text záznamu