Highly Enantioselective Organocatalysis of Michael Addition of Oxyaldehydes to Nitroolefins
Document Type
Thesis
Degree Name
Master of Science (MS)
Department
Chemistry
Date of Award
Fall 2013
Abstract
A novel category of diarylprolinol silyl ether catalyst, which when used in conjunction with an acidic co-catalyst, generates an ammonium salt supported recyclable organocatalyst. This catalytic system is shown to be very effective for the Michael reaction of various oxyaldehydes and nitroolefins in isopropanol. Excellent enantioselectivies (up to 99%) and diastereoselectivities (syn/anti of 75:25) were obtained. Compared to other catalysts used for these model reactions, excellent enantioselectivites were obtained in shorter reaction times in water miscible solvents.
Advisor
Allan Headley
Subject Categories
Chemistry | Physical Sciences and Mathematics
Recommended Citation
Burugupalli, Sripragna, "Highly Enantioselective Organocatalysis of Michael Addition of Oxyaldehydes to Nitroolefins" (2013). Electronic Theses & Dissertations. 475.
https://digitalcommons.tamuc.edu/etd/475
