[3.1. 1] Propellane

PG Gassman, GS Proehl

文献索引：Gassman,P.G.; Proehl,G.S. Journal of the American Chemical Society, 1980 , vol. 102, p. 6862

全文：HTML全文

被引用次数: 26

摘要

The synthesis of 3 originated with isophthalic acid (4)(Scheme I) which was converted into the corresponding dimethyl ester, 5, 8 in 87% yield with methanol and p-toluenesulfonic acid. Catalytic reduction of 5 over 5% rhodium on alumina with hydrogen at 50 psi in a Parr hydrogenator gave 85% of 6.9 Treatment of 6 with 1 equiv of lithium diisopropylamide followed by 1 equiv of methylene iodide at-78 OC, stirring for 1 h, and warming to 25" C ...