Intramolecular Allylsilane Addition to Chiral Alkylidene-1,3-dicarbonyl Compounds for the Synthesis of Enantiomerically Pure trans-1,2-Disubstituted Cyclopentanes and Cyclohexanes

Synthesis of Enantiomerically Pure trans

Synthesis of Enantiomerically Pure trans-1,2-Disubstituted Cyclopentanes and Cyclohexanes by Intramolecular Allylsilane Addition to Chiral Alkylidene-1,3-dicarbonyl Compounds

✍ Lutz F. Tietze; Christian Schünke 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 277 KB 👁 1 views

Enantiomerically pure trans-1,2-disubstituted cyclopentanes in a 98:1:1 ratio, while 11d was formed from 9d in a 99:1 ratio, both in 87 % yield. The configuration of the major products 14 and cyclohexanes 15 bearing three stereogenic centers can be synthesized highly selectively by Lewis acid induce