Synthesis of (±)-chamobtusin A by a presumed biomimetic aza-cyclization

Kazuma Kuzuya; Naoki Mori; Hidenori Watanabe

doi:10.1021/ol101846z

Synthesis of (±)-chamobtusin A by a presumed biomimetic aza-cyclization

Org Lett. 2010 Nov 5;12(21):4709-11. doi: 10.1021/ol101846z.

Authors

Kazuma Kuzuya¹, Naoki Mori, Hidenori Watanabe

Affiliation

¹ Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, Japan.

PMID: 20879725
DOI: 10.1021/ol101846z

Abstract

A total synthesis of (±)-chamobtusin A has been accomplished on the basis of our presumed biosynthetic pathway: the imine formation of keto aldehyde followed by intramolecular aza-Michael addition.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aza Compounds / chemistry*
Biomimetic Materials / chemistry*
Cyclization
Diterpenes / chemical synthesis*
Molecular Structure

Substances

Aza Compounds
Diterpenes
chamobtusin A