ALDOL COUPLINGS OF CHIRAL FRAGMENTS WITH KINETIC RESOLUTION: SCOPE AND LIMITATIONS

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Date
2013-02-25Author
kazemeini, alieh
Type
ThesisDegree Level
MastersMetadata
Show full item recordAbstract
“The Thiopyran Route to Polypropionates” is a synthetic strategy that involves
the stepwise aldol reactions of 6 and 7a to rapidly access stereochemically complex
tetrapropionate 8 and hexapropionate synthons 72 or 73. Coupling racemic 7a with any
of the four enantioenriched diastereomers 8 with kinetic resolution (KR) is possible
with rational design of the reaction using the 'multiplicativity' rule. Thus, any of two of
the eight possible aldol adducts, 72 or 73, are selectively available from the same
reactants.
Degree
Master of Science (M.Sc.)Department
ChemistryProgram
ChemistrySupervisor
Ward, DaleCommittee
Majewski, Marek; Gravel, Michel; Attah-Poku, SamuelCopyright Date
December 2011Subject
Kinetic Resolution