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A Salen–Co 3+ Catalyst for the Hydration of Terminal Alkynes and in Tandem Catalysis with Ru–TsDPEN for the One‐Pot Transformation of Alkynes into Chiral Alcohols
Author(s) -
Wang Shoufeng,
Miao Chengxia,
Wang Wenfang,
Lei Ziqiang,
Sun Wei
Publication year - 2014
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201400071
Subject(s) - catalysis , chemistry , ethylenediamine , ruthenium , medicinal chemistry , cobalt , tandem , organic chemistry , materials science , composite material
The cobalt–salen complex ( C1 :[(salen)Co 3+ (OAc)]; salen= N , N ′‐bis(salicylidene)ethylenediamine, OAc=acetate) was found to efficiently promote the hydration of terminal alkynes to give methyl ketones in the presence of the H 2 SO 4 cocatalyst. In addition, the one‐pot transformation of alkynes into chiral alcohols through tandem catalysis by catalyst C1 coupled with a ruthenium–TsDPEN complex ( C3 : [( R , R ‐TsDPEN)Ru 2+ (cymene)]; TsDPEN=(1 R ,2 R ) ‐N ‐( p ‐toluenesulfonyl)‐1,2‐diphenylethylenediamine, cymene=1‐methyl‐4‐(1‐methylethyl)benzene) catalyst was realized with excellent yields and enantioselectivities.