Department of Chemistry, University of California, Berkeley, California 94720, USA.
Org Lett. 2012 Jan 20;14(2):632-5. doi: 10.1021/ol203269f. Epub 2011 Dec 27.
A concise enantioselective approach to the tetracyclic core of the magellanine-type Lycopodium alkaloids is reported. Key to this approach is the use of the Hajos-Parrish reaction to set a challenging quaternary stereocenter, thereby guiding the stereoselectivity for the remainder of the synthesis, as well as the use of a palladium-mediated direct pyridine functionalization reaction to forge the tetracyclic core.
报道了一种简洁的对映选择性方法，用于构建麦哲伦型石松生物碱的四环核心。该方法的关键在于使用 Hajos-Parrish 反应来构建一个具有挑战性的季立体中心，从而引导合成其余部分的立体选择性，以及使用钯介导的直接吡啶官能化反应来构建四环核心。
