Chemische Berichte

Diastereo??und enantioselektive Synthese 1, 2??trans??substituierter Cycloalkancarbonsäureester und Sulfone durch Michael??initiierte Cyclisierungen via SAMP??/ …

D Enders, HJ Scherer, J Runsink

Index: Enders, Dieter; Scherer, Hermann J.; Runsink, Jan Chemische Berichte, 1993 , vol. 126, # 8 p. 1929 - 1944

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Citation Number: 20

Abstract

An efficient and flexible synthesis of 1, 2-trans-substituted cycloalkanecarboxylates and sulfones of high diastereo-and enantiomeric purity is described. The key step of the procedure is a Michael-initiated ring closure (MIRC) reaction employing the SAMPIRAMP hydrazone method. Depending on the chain length of the a-bromo (iodo) enoates 2, 3 and the type of ketone SAMP-hydrazone 1, 3-, 5-, 6-and Tmembered cycloalkanecarboxylates ...