通过桥连亲核试剂的 Prins 环化捕获，立体选择性合成顺/反式稠合六氢吡喃并[4,3-b]色烯。
The stereoselective synthesis of cis-/trans-fused hexahydropyrano[4,3-b]chromenes via Prins cyclization trapping by a tethered nucleophile.
机构信息
Natural Product Chemistry, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500607, India.
出版信息
Org Biomol Chem. 2012 Aug 28;10(32):6562-8. doi: 10.1039/c2ob25771h. Epub 2012 Jul 4.
A novel intramolecular Prins cyclization of (Z)-2-(5-hydroxypent-2-enyl)phenol with various aldehydes has been achieved using 10 mol% In(OTf)(3) and 30 mol% TsOH to produce the cis-fused hexahydropyrano[4,3-b]chromene derivatives in good yields, while the coupling of (E)-2-(5-hydroxypent-2-enyl)phenol with aldehydes under similar conditions affords the corresponding trans-fused hexahydropyrano[4,3-b]chromene derivatives.
一种新颖的（Z）-2-（5-羟戊-2-烯基）苯酚与各种醛的分子内 Prins 环化反应，使用 10 mol% In(OTf)(3)和 30 mol% TsOH，以高产率得到顺式稠合六氢吡喃并[4,3-b]色烯衍生物，而在类似条件下（E）-2-（5-羟戊-2-烯基）苯酚与醛的偶联反应得到相应的反式稠合六氢吡喃并[4,3-b]色烯衍生物。
Zotero 插件