TiCl4‐Promoted Asymmetric Aldol Reaction of Oxazolidinones and its Sulphur‐Congeners for Natural Product Synthesis

Nature is incessantly affianced to construct bio-

active and structurally intriguing compounds with magnifi-

cent three-dimensional frameworks in the Universe. The

inadequacy of these naturally occurring precious compounds

prompted several minds of chemists to synthesise them in a

laboratory for a thorough evaluation of their medicinal and

clinical properties via a structure-activity relationship study.

Finding an optimised methodology to synthesise chiral

natural products has always been challenging in synthetic

organic chemistry, particularly the formation of asymmetric

carbon-carbon bonds adhering to the existing stereochemis-

try. In this context, chiral auxiliaries have proven to be

effective tools for inducing chirality during the synthesis of

chiral molecules. In fact, the chiral auxiliary will allow us to

control the synthesis of many enantiomerically pure isomers

in natural product synthesis. In this area, the significant

contribution of the Evans’ chiral auxiliary in TiCl4-mediated

asymmetric aldol reactions to the installation of known

configurations in organic synthetic chemistry motivated us to

compile an exhaustive and systematic summary of the

relevant research findings published in the last two decades.