A Highly Stereoselective Synthesis of (E,E)-1,5-Dienes

Journal Title, Volume, Page:

Tetrahedron Letters Volume 28, Issue 3, Pages 263–266

Year of Publication:

1987

Link:

http://www.sciencedirect.com/science/article/pii/S0040403900957022

Authors:

Mohammed Al-Nuri

Department of Chemistry State University of New York at Buffalo Bufflo, NY 14214 U.S.A

Current Affiliation:

Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine

[email protected]

Joseph J Tufariello

Department of Chemistry State University of New York at Buffalo Bufflo, NY 14214 U.S.A

Arnold S Milowsky

Department of Chemistry State University of New York at Buffalo Bufflo, NY 14214 U.S.A

Steven Goldstein

Department of Chemistry State University of New York at Buffalo Bufflo, NY 14214 U.S.A

Preferred Abstract (Original):

Several representative 1,5-dienes were synthesized, with a high degree of regioselectivity, by a series of nitrone cycloadditions and subsequent deamination of the adducts.

Amines of the type , readily available by the utilization of nitrone cycloaddition chemistry, were deazetized via the corresponding diazenes to afford 1,5-dienes with a high degree of stereochemical control.

An-Najah Staff

Author Information

A Highly Stereoselective Synthesis of (E,E)-1,5-Dienes