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prochirality : ウィキペディア英語版 | prochirality
In stereochemistry, prochiral molecules are those that can be converted from achiral to chiral in a single step. An achiral species which can be converted to a chiral in two steps is called proprochiral.〔 If two identical substituents are attached to a ''sp''3-hybridized atom, the descriptors ''pro''-R and ''pro''-S are used to distinguish between the two. Promoting the ''pro''-R substituent to higher priority than the other identical substituent results in an ''R'' chirality center at the original ''sp''3-hybridized atom, and analogously for the ''pro''-S substituent. A trigonal planar ''sp''2-hybridized atom can be converted to a chiral center when a substituent is added to the ''re'' or ''si'' face of the molecule (pronounced "ray" and "sigh"). A face is labeled ''re'' if, when looking at that face, the substituents at the trigonal atom are arranged in decreasing Cahn-Ingold-Prelog priority order in a clockwise order, and ''si'' if the priorities decrease in counter-clockwise order; note that the designation of the resulting chiral center as ''S'' or ''R'' depends on the priority of the incoming group. == References ==
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