Stereoselective Synthesis of 2,6‐Disubstituted Tetrahydropyridines Via Aza‐Diels‐Alder Reactions

Abstract

The aza‐Diels‐Alder reactions of (E)‐2‐(phenylthio)‐1,3‐pentadiene (2) with iminium salts gave the 2,6‐disubstituted tetrahydropyridines 3–8. Factors influencing the stereochemistry and reactivity of these reactions were also studied.

Keywords:

• Aza‐Diels‐Alder reactions
• Tetrahydropyridines
• Thio‐substituted dienes

Acknowledgment

Financial support of this work by the National Science Council of the Republic of China is gratefully acknowledged (NSC 91‐2113‐M‐030‐005).