Synthesis of Macrocyclic Ketones through Catalyst-Free Electrophilic Halogen-Mediated Semipinacol Rearrangement: Application to the Total Synthesis of (±)-Muscone
Publication in refereed journal

香港中文大學研究人員
替代計量分析
.

其它資訊
摘要A series of macrocycles were successfully prepared using electrophilic halogen-mediated semipinacol rearrangement under mild conditions. Although the expansion from small ring to medium ring is an energetically unfavorable process, the electrophilic halogenation was found to be powerful enough to override such an energy barrier. The rearranged products could further undergo Dowd–Beckwith rearrangement to give the corresponding one-carbon ring-expanded ketones. This approach has been applied to the total synthesis of the natural product (±)-muscone, which is widely used in modern perfumery and medicines, in a two-step sequence.
著者Yi Liu, Ying-Yeung Yeung
期刊名稱Organic Letters
出版年份2017
月份3
日期17
卷號19
期次6
出版社American Chemical Society
頁次1422 - 1425
國際標準期刊號1523-7060
電子國際標準期刊號1523-7052
語言美式英語

上次更新時間 2021-26-01 於 02:15