Synthesis of the Stereogenic Triad of the Halicyclamine A Core

Overview

Journal Tetrahedron Lett

Publisher Elsevier

Specialty Chemistry

Date 2011 Apr 26

PMID 21516168

Citations 3

Authors

Gary A Molander

Frederic Cadoret

Affiliations

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Abstract

We describe herein our progress toward the synthesis of halicyclamine A, which possesses very interesting biological activities and has never been synthesized. For this purpose, we proposed a stereoselective Diels-Alder reaction as a key step for the establishment of the stereogenic triad of the bis(piperidinyl) core of this molecule. A series of NMR studies was then conducted to establish the correct stereochemical assignment subsequent to the Diels-Alder reaction.

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