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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.
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 The PDF version is out of date and is provided for reference purposes only.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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