Premium
Optically Active 2,3‐Allenoates via Palladium‐Catalyzed Carbonylation of Enantioenriched Propargylic Mesylates
Author(s) -
Wang Yuli,
Ma Shengming
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200910
Subject(s) - chemistry , palladium , catalysis , carbonylation , optically active , chirality (physics) , base (topology) , hydrogen , axial chirality , organic chemistry , medicinal chemistry , combinatorial chemistry , enantioselective synthesis , carbon monoxide , chiral symmetry , mathematical analysis , physics , mathematics , quantum mechanics , nambu–jona lasinio model , quark
Abstract Under mild conditions, optically active 2,3‐allenoates were synthesized from enantioenriched propargylic mesylates with moderate to excellent yields and high efficiency of chirality transfer by using palladium(0) bis(dibenzylideneacetone) (3 mol%) with ( S )‐(−)‐5,5′‐bis(diphenylphosphino)‐4,4′‐bi‐1,3‐benzodioxole [( S )‐SEGPHOS] (3 mol%) as the catalyst and diammonium hydrogen phosphate (1.1 equiv .) as the base.