The Journal of Organic Chemistry

Halogen effect on the ring opening of pulegone hydrohalides

BK Shull, M Koreeda

文献索引：Shull, Brian K.; Koreeda, Masato Journal of Organic Chemistry, 1990 , vol. 55, # 7 p. 2249 - 2251

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被引用次数: 3

摘要

The ring-opening reaction of pulegone hydrochloride (2a) with nucleophiles such as NaOH, LiNMe2, and LAH, reported by Plesek'and Overberger, 2 serves as a convenient means for the synthesis of acyclic chiral compounds (see Scheme I). In conjunction with our continuing interest in the stereocontrolled synthesis of steroid side chains? an application of this useful ring-opening reaction of a-(2-halo-2-methylethyl) cyclohexanones was envisioned.