Novel Chiral Primary and Secondary Amine - Based Organocatalysts Derived From 1,1' - Bi-2-Naphtol and Amino Acids For Asymmetric Aldol Reactions
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
Recommended Citation
Bade, Anusha, "Novel Chiral Primary and Secondary Amine - Based Organocatalysts Derived From 1,1' - Bi-2-Naphtol and Amino Acids For Asymmetric Aldol Reactions" (2012). Electronic Theses & Dissertations. 36.
https://digitalcommons.tamuc.edu/etd/36