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An object that is not chiral is said to be achiral. A chiral object and its mirror image are said to be enantiomorphs. The word chirality is derived from the Greek χείρ (cheir), the hand, the most familiar chiral object; the word enantiomorph stems from the Greek ἐναντίος (enantios) 'opposite' + μορφή (morphe) 'form'.
A molecule having exactly one chiral stereocenter (usually an asymmetric carbon atom) can be labeled (R) or (S), but a molecule having multiple stereocenters needs more than one label. For example, the essential amino acid L-threonine contains two chiral stereocenters and is written (2S,3S)-threonine.
This means that although all chirality centers are stereocenters, not every stereocenter is a chirality center. Stereocenters are important identifiers for chiral or achiral molecules. As a general rule, if a molecule has no stereocenters, it is considered achiral. If it has at least one stereocenter, the molecule has the potential for chirality.
A chiral molecule is a type of molecule that has a non-superposable mirror image. The feature that is most often the cause of chirality in molecules is the presence of an asymmetric carbon atom. [16] [17] The term "chiral" in general is used to describe the object that is non-superposable on its mirror image. [18]
A chiral substance is enantioenriched or heterochiral when its enantiomeric ratio is greater than 50:50 but less than 100:0. [23] Enantiomeric excess or e.e. is the difference between how much of one enantiomer is present compared to the other.
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The chiral oxazolidinone in the Michael acceptor controlled the stereochemistry of one of two stereocenters in the molecule. The final, commercial route to Tipranavir does not feature a chiral auxiliary; instead, this stereocenter is set by an asymmetric hydrogenation reaction. [36]
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