期刊
TETRAHEDRON LETTERS
卷 52, 期 17, 页码 2199-2202出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.11.162
关键词
Total synthesis; Marine alkaloid; Organotrifluoroborate; Stereoselective Diels-Alder reaction; Halicyclamine A
资金
- French Ministere des Affaires etrangeres (BFE-Lavoisier)
- NIH [R01 GM-081376]
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. (C) 2010 Elsevier Ltd. All rights reserved.
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