ChemInform Abstract: Diastereoselective Manipulations of Bicyclo[m.1.0]alkane Derivatives. Part 4. Reactions of Nucleophiles with Bicyclo[m.1.0]alk‐3‐en‐2‐ones.

Abstract

rings with 7 or more members rings with 7 or more members Q 0050 28 -091 Diastereoselective Manipulations of Bicyclo[m.1.0]alkane Derivatives. Part 4. Reactions of Nucleophiles with Bicyclo[m.1.0]alk-3-en-2-ones. -1,2-Addition of BuLi to the title enones (I) and (VIII) is found to proceed with high diastereoselectivity. In contrast, the reaction of the 12-membered enone (VIIIa) with sulfonium methylide (IV) and that of the 15-membered enone (VIIIb) with cuprates show low diastereoselectivity. -(MASH, E. A.; GREGG, T. M.; BARON, J. A.; J.