In this section
@article{Lancaster:2024:10.1002/chem.202403318,
author = {Lancaster, BMJ and White, AJP and Braddock, DC},
doi = {10.1002/chem.202403318},
journal = {Chemistry – A European Journal},
title = {Fortuitous enantiomeric selfrectification of an unreported partial racemisation in the synthesis of a chiral phosphoric acid: a warning to practitioners},
url = {http://dx.doi.org/10.1002/chem.202403318},
year = {2024}
}
TY - JOUR
AB - Racemisation without Consequence: MOM deprotection of an ether intermediate during a routine synthesis of phosphoric acid 1 promoted partial racemisation of the product BINOL 5. Surprisingly, however, after phosphorylation of the partially racemised BINOL, enantiopure acid 1 was isolated. Further inspection revealed that during phosphorylation, unhydrolysed racemic phosphorochloridate 6 precipitated, thus restoring homochirality in the product phosphoric acid 1. Moreover, MOM deprotection partial racemisation was avoided by conducting reactions at lower temperatures for no longer than the required deprotection time, and/or by application of other deprotection conditions from the literature.
AU - Lancaster,BMJ
AU - White,AJP
AU - Braddock,DC
DO - 10.1002/chem.202403318
PY - 2024///
SN - 0947-6539
TI - Fortuitous enantiomeric selfrectification of an unreported partial racemisation in the synthesis of a chiral phosphoric acid: a warning to practitioners
T2 - Chemistry – A European Journal
UR - http://dx.doi.org/10.1002/chem.202403318
UR - http://hdl.handle.net/10044/1/115287
ER -