Tetrahedron letters

Conversion of lactones to the higher homologous α, β-unsaturated lactones v/a hypervalent iodine oxidation of 1-trimethylsilyloxy-2-oxa [n. 1.0] cycloalkanes

RM Moriarty, RK Vaid, TE Hopkins, BK Vaid…

文献索引：Moriarty; Vaid; Hopkins; Prakash Tetrahedron Letters, 1990 , vol. 31, # 2 p. 197 - 200

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被引用次数: 27

摘要

By way of background, similar reactions of 1-trimethylsilyloxybicyclo [nl. O] alkanes derived frgm ketones (3) have been reported but the lactone system has not been transformed in this manner. Considering the general case studied for ketones and exemplified by 3, bond cleavage in the sense of b yields the ring-expanded product and this has been observed using FeCl3 to yield 6-chloroketoneS. 2 Subsequent dehydrohalogenation using NaOAc ...