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pro-R, pro-S

A stereoheterotopic group c (as in tetrahedral Xabc2) is described as pro-R if, when it is arbitrarily assigned CIP priority over the other stereoheterotopic group c, the configuration of the thus generated chiral centre is assigned the stereodescriptor R. The other group c is then described as pro-S. This method for distinguishing between stereoheterotopic groups can be applied to other kinds of prochiral molecular entities or prochiral parts of molecular entities considered on their own.
Source:
PAC, 1996, 68, 2193 (Basic terminology of stereochemistry (IUPAC Recommendations 1996)) on page 2214
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IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook.
Last update: 2014-02-24; version: 2.3.3.
DOI of this term: doi:10.1351/goldbook.P04889.
Original PDF version: http://www.iupac.org/goldbook/P04889.pdf. The PDF version is out of date and is provided for reference purposes only. For some entries, the PDF version may be unavailable.
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