通过催化剂控制的氮杂-Cope 重排和甲醛的氢甲酰化反应，全合成獐牙菜生物碱。
Total synthesis of sedum alkaloids via catalyst controlled aza-Cope rearrangement and hydroformylation with formaldehyde.
机构信息
Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA.
出版信息
Org Lett. 2013 Jan 18;15(2):242-5. doi: 10.1021/ol302769r. Epub 2012 Dec 24.
Abstract
The catalytic asymmetric aminoallylation of chiral aldehydes is developed as a new method for the catalyst controlled synthesis of syn- and anti-1,3-aminoalcohols. This methodology is highlighted in the synthesis of the sedum alkaloids (+)-sedridine and (+)-allosedridine both of which have their final carbon incorporated during closure of the piperidine ring via a hydroformylation with formaldehyde.
摘要
手性醛的催化不对称氨基烯丙基化被开发为一种新的方法，用于通过催化剂控制合成顺式和反式 1,3-氨基醇。这种方法学在合成 sedum 生物碱(+)-sedridine 和 (+)-allosedridine 中得到了突出体现，这两种生物碱都是在通过与甲醛的氢甲酰化反应环化哌啶环时引入最后一个碳原子的。
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