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To build "left- or right
handed" molecules
Many organic molecules are
three-dimensional and can exist in two mirror image
forms, one left handed and one right handed. A
synthesis gives, in general, equal amounts of the two
mirror image forms of the molecule. These might have
completely different biological activity. Natural
products, i.e. chemicals found in Nature, are usually
either "left- or right handed".
E.J. Corey has contributed
to the development of new methods in asymmetric
synthesis, which give only one of the mirror
image forms. In the reaction shown below only one of
the mirror image forms of a Corey-reagent is used. It
contains an important nitrogen-boron bond. The
reagent is first reacted with borane (BH3)
which can then reduce a carbonyl group to an alcohol . The reagent contains very
large groups which allow it to reach the carbonyl
group from one side only (from above as drawn). Thus,
one of the two mirror image forms is formed
selectively.
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