Abstract:An
investigation into the sensitivity of reaction conditions to
a highly utilized protocol has been reported, wherein the mono-Boc
functionalization of prolinol could be controlled for the exclusive
synthesis of either N-Boc, O-Boc,
or oxazolidinone derivatives. Mechanistic investigation revealed that
the elementary steps could possibly be controlled by (a) a requisite
base to recognize the differently acidic sites (NH and OH) for the
formation of the conjugate base, which reacts with the electrophile,
and (b)… Show more
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