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- Title
Total Synthesis of (−)-Vindorosine.
- Authors
Chen, Wen; Yang, Xiao‐Dong; Tan, Wen‐Yun; Zhang, Xiang‐Yang; Liao, Xia‐Li; Zhang, Hongbin
- Abstract
Outlined herein is a novel and scalable synthesis of (−)-vindorosine based on two key transformations. A highly diastereoselective vinylogous Mannich addition of dioxinone-derived lithium dienolates with indolyl N-tert-butanesulfinyl imines has been developed. In addition, an intramolecular Heathcock/aza-Prins cyclization was introduced to construct both the C, and the highly substituted E rings for the synthesis of (−)-vindorosine and related alkaloids.
- Subjects
MANNICH reaction; RING formation (Chemistry); ASPIDOSPERMA; ANTINEOPLASTIC agents; VINBLASTINE; THERAPEUTICS
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 40, p12495
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201707249