Tetrahedron Letters

Iodotrimethylsilane deoxygenation of carbonyl conjugated allylic ethers

DA Hartman, RW Curley

文献索引：Hartman, David A.; Curley, Robert W. Jr. Tetrahedron Letters, 1989 , vol. 30, # 6 p. 645 - 646

全文：HTML全文

被引用次数: 7

摘要

Abstract The attempted demethylation of 4-methoxy-β-ionone 1 3) δ 1.00, 1.03 (2s, 6, C (CH 3) 2), 1.3–1.7 (m, 4, CH 2), 1.77 (s, 3, 5CH 3), 2.27 (s, 3H, 9CH 3) 3.36 (s, 3, OCH 3), 3.48 (m, 1, 4H), 6.10 (d, 1, 8H, J= 16.5 Hz), 7.16 (d, 1, 7H, J= 16.5 Hz). 1) with iodotrimethylsilane gave the unexpected product, β-ionone (2). This reagent may prove useful in the cleavage of allylic ethers conjugated to ketones.