抄録
The construction of the successive stereogenic centers, including an all-carbon quaternary stereogenic center, of ent-kauranoid through an oxidative dearomatization/1,2-shift cascade is described. The developed cascade reaction of a substrate bearing a trans-2-(p-methoxyphenyl) vinyl group as the migrating group afforded the desired product in 83% yield. The 1,2-shift in the cascade is strongly affected by a stereoelectronic effect. The X-ray crystal structure of a compound bearing four successive stereogenic centers in the fused-ring moiety of ent-kauranoid diterpene, which was prepared by the oxidative dearomatization/1,2-shift cascade and subsequent stereoselective transformations, is also reported.
本文言語 | English |
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ページ(範囲) | 1556-1562 |
ページ数 | 7 |
ジャーナル | Synlett |
巻 | 33 |
号 | 15 |
DOI | |
出版ステータス | Published - 2022 8月 29 |
ASJC Scopus subject areas
- 有機化学