Optical activity: From structure - Function to structure prediction

Journal Article (Journal Article)

Optical rotation is easily measured and provides a comprehensive probe of molecular dissymmetry. Reliable calculations of optical rotation angles are now accessible for organic molecules. These calculations have allowed us to establish new computational approaches to assign the absolute stereochemistry of complex natural products. These methods also allow us to pinpoint chemical group contributions to optical rotation, resulting in assignment of how particular dissymmetric structural elements influence the sign and the magnitude of optical rotations. This chapter reviews our recent developments in computing optical rotation angles for natural products, in using this data to assign absolute stereochemistry, and in establishing structure-property relations for rotation angles.

Full Text

Duke Authors

Cited Authors

  • Beratan, DN; Kondru, RK; Wipf, P

Published Date

  • January 1, 2002

Published In

Volume / Issue

  • 810 /

Start / End Page

  • 104 - 118

International Standard Serial Number (ISSN)

  • 0097-6156

Digital Object Identifier (DOI)

  • 10.1021/bk-2002-0810.ch008

Citation Source

  • Scopus