Alternate Method for the Synthesis of Six-Membered Carbocycles with Five Stereocenters: 1,2,3,4,6-Pentasubstituted-4-hydroxy-cyclohexanes

Abstract

A series of novel 1,2,3,4,6-pentasubstituted-4-hydroxy-cyclohexanes (3a–u) were synthesized from the reaction of aromatic ketones with aromatic aldehydes under mild reaction conditions in good yields. The stereochemistry of the synthesized compounds was established using 1D and 2D-NMR spectra.

GRAPHICAL ABSTRACT

Keywords:

• Domino reactions
• one-pot chemoselective synthesis
• pentasubstituted cyclohexanol

SUPPLEMENTAL MATERIAL

Full spectral data, melting points, and ¹H NMR, ¹³C NMR, and 2D NMR spectra of the synthesized products can be accessed on the publisher’s website.