One-ligand Catalytic Asymmetric Deprotonation of a Phosphine Borane: Synthesis of P-Stereogenic Bisphosphine Ligands

Autor:	Peter O'Brien, Steven J. Canipa, Brian Kelly, Johan Granander, Francesco Secci
Rok vydání:	2011
Předmět:	chemistry.chemical_compound Deprotonation chemistry Stereochemistry Ligand Diamine Organic Chemistry Enantioselective synthesis Borane Enantiomer Phosphine Stereocenter
Zdroj:	The Journal of Organic Chemistry. 76:4794-4799
ISSN:	1520-6904 0022-3263
Popis:	A new protocol for the catalytic asymmetric deprotonation of a phosphine borane using s-BuLi and substoichiometric quantities of chiral diamines is reported. The method involves three sequential additions of s-BuLi, and use of (-)-sparteine or the (+)-sparteine surrogate facilitates access to P-stereogenic phosphines with opposite configuration. The method is exemplified by the catalytic asymmetric synthesis of each enantiomer of precursors to QuinoxP*, trichickenfootphos, and Mini-PHOS.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d98ef9fee45b49d820ab7f588b8279d5 https://doi.org/10.1021/jo200708e Zobrazit plný text záznamu