Title

Novel Chiral Primary and Secondary Amine - Based Organocatalysts Derived From 1,1' - Bi-2-Naphtol and Amino Acids For Asymmetric Aldol Reactions

Author

Anusha Bade

Document Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

Date of Award

Fall 2012

Abstract

The synthesis of complex organic molecules with stereocenters that result in excellent enantioselectivities and diastereoselectivities via catalytic asymmetric reactions is of significant importance and great challenge in today's growing industry. In this research, a novel series of primary and secondary amine based 1,1′-Bi-2-naphthyl organocatalysts was designed and synthesized via a simple two-step reaction sequence. The catalysts have been used to examine various asymmetric aldol reactions of hydroxyketone and aldehyde. Good to excellent yields (up to 90%) were achieved, but the enantioselectivities were low to moderate (up to 43%) for a wide range of substrates.

Advisor

Allan Headley

Subject Categories

Chemistry | Physical Sciences and Mathematics

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