Original scientific paper

Calculations of Cotton Effects in the Vacuum UV Region for Chilar v-Lactones. Correlation with the Absolute Stereochemistry

Yoshihiro Nishida ; Department of Food Chemistry, Faculty of Agriculture, Tohoku University, Tsutsumidori-Amamiyamachi 1-1, Sendai 980, Japan
Hiroshi Ohrui ; Department of Food Chemistry, Faculty of Agriculture, Tohoku University, Tsutsumidori-Amamiyamachi 1-1, Sendai 980, Japan
Hiroshi Meguro ; Department of Food Chemistry, Faculty of Agriculture, Tohoku University, Tsutsumidori-Amamiyamachi 1-1, Sendai 980, Japan
Toshio Konno ; Faculty of Education, Niigata University, Igarashi, Niigata, Japan

Abstract

A graphic method of Drude equations was applied to calculate
the Cotton effects below 180 nm region for various types of aand/
er y-substituted-y-lactones 1-10. The Cotton effects at ca.
170 nm were found to reflect the stereochemistry at C-2 (negative
for f3 and positive for a) and C-4 (positive for f3 and negative
for a) as well as the ring conformation (positive for E3
and negative for 3E) of which rotational contributions at 589 nm
were suggested as the origin of Hudson's lactone rule.

Keywords

Hrčak ID:

175504

URI

https://hrcak.srce.hr/175504

Publication date:

10.8.1989.

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