Synthesis of 2,3,4-Trisubstituted Thiochromanes using an Organocatalytic Enantioselective Tandem Michael-Henry Reaction.
Enantioenriched 2,3,4-trisubstituted thiochromanes have been synthesized by using a cupreine-catalyzed tandem Michael addition-Henry reaction between 2-mercaptobenzaldehydes and β-nitrostyrenes. Good diastereoselectivities and enantioselectivities were obtained for the title compounds, which may be further improved through a single recrystallization (up to 98% de and> 99% ee).
Dodda
Rajasekhar
R
Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698, USA, ; e-mail: cong.zhao@utsa.edu.
Goldman
Joshua J
JJ
Mandal
Tanmay
T
Zhao
Cong-Gui
CG
Broker
Grant A
GA
Tiekink
Edward R T
ER