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Organocatalytic Asymmetric CS Bond Formation: Synthesis of α‐Methylene‐β‐mercapto Esters with Simple Alkyl Thiols
Author(s) -
Lin Aijun,
Mao Haibin,
Zhu Xi,
Ge Huiming,
Tan Renxiang,
Zhu Chengjian,
Cheng Yixiang
Publication year - 2011
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.201100522
Subject(s) - chemistry , enantioselective synthesis , methylene , alkyl , organocatalysis , catalysis , organic chemistry , simple (philosophy) , combinatorial chemistry , optically active , medicinal chemistry , philosophy , epistemology
A highly efficient organocatalytic enantioselective CS bond formation reaction between simple alkyl thiols and Morita–Baylis–Hillman (MBH) carbonates is described. The optically active α ‐ methylene β ‐ mercapto esters could be obtained under mild reaction conditions with excellent enantioselectivities (up to 97% ee ). The broad scope and simple operation make this methodology very practical.