John Klassen, OSB

THE COLLEGE OF SAINT BENEDICT
SAINT JOHN'S UNIVERSITY




Associate Professor of Chemistry, 1983
B.A. - Saint John's University,1971
M.A. - Saint John's University,1976
Ph.D.- Catholic University of America, 1985
EMAIL:  JKLASSEN@CSBSJU.EDU
Phone:  612-363-5305

Organic Fall 1997 Lab Schedule

------ Day 2

------ Day 4

Office Hours

2:40 - 3:50 on Days 1 and 5

9:40 - 10:50 on Day 3

and by appointment

Responsibilities:

Research:

Diastereo- and Enantiospecific Synthesis

of 2-Substituted-1-Aminocyclopropane-1-Carboxylic Acids.

1-Aminocyclopropanecarboxylic acids (ACCs) are an interesting and important class of compounds both from a synthetic stance, as well as for their varied and potentially useful biological applications. These include possible use as conformationally constrained amino acid components of peptides as well as key intermediates in the synthesis of carbocyclic nucleosides.

Chiral synthesis usually proceeds along two complementary lines. Either chiral reagents or auxiliaries are developed that allow for the transfer of stereochemical information to the desired intermediate or a suitable starting material from nature's "chiral pool" is used. This research takes aspartic acid as a starting material, transforms this into a key intermediate, a chiral epoxide. At this point we have synthesized the stereoisomers of the glutamate analogue and are close to completing tryptophan, arginine, and proline derivatives.

 

Synthesis of Biologically Important Terpenes

from Citramalic Acid

This project involves the total synthesis of the two enantiomers of E 3,7-dimethyl-1,6-nonadien-3-ol. The proposed synthetic plan derives the chiral center from citramalic acid, which is then coupled with the remaining portion of the molecule. One of these two enantiomers should function as a pheromone for certain insects. Professor Jim Poff and a student in the Biology department are coordinating the biological testing of the two enantiomers.

Research Student:

Junior Saul McBroom worked on the synthesis of the chiral terpene during the summer.

Last update on September , 1997