Title

A Theoretical Analysis of 2,3 Sigmatropic Shifts in Allylic Sulfilimines and Sulfoximines

Abstract

Ab initio calculations at the level MP4(SDTQ,full)/6-31G*//MP2(full)/6-31G* + AVZPE(MP2(full)/6-31G*) support the experimental observation that allylic sulfoximines do not undergo 2,3 sigmatropic shifts. This process is hindered by a high kinetic barrier although the reaction is strongly exothermic.

Department(s)

Chemistry

Sponsor(s)

Petroleum Research Fund
National Science Foundation (U.S.)

Comments

We thank the Donors of the Petroleum Research Fund, administered by the American Chemical Society, and the National Science Foundation (CHE-8912190 and CHE-9220679) for partial support of this work.

Keywords and Phrases

Organosulfur Derivative; Sulfoxide; Drug Structure; Molecular Model; Theory

International Standard Serial Number (ISSN)

0040-4039

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 1995 Elsevier, All rights reserved.

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