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Synthetic studies toward akuammiline alkaloids via a biomimetic pathway
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- Authors
- Advisor
- 이홍근
- Major
- 자연과학대학 화학부
- Issue Date
- 2018-08
- Publisher
- 서울대학교 대학원
- Description
- 학위논문 (석사)-- 서울대학교 대학원 : 자연과학대학 화학부, 2018. 8. 이홍근.
- Abstract
- In this chapter, initial synthetic strategy towards natural product rhazimal 2 via intermediate geissoschizine 1 is proposed, which involved Knoevenagel condensation, asymmetric 1,4 addition, and gold-catalyzed formal Pictet-Spengler cyclization. Synthetic efforts toward preparation of one of the key intermediate, α,β,γ-conjugated system 10 are demonstrated and major drawbacks of the sequence are highlighted. Alternatively, revised synthetic strategy is commenced. Its key features are represented as rigidity-dependent [3,3]-Ireland-Claisen type sigmatropic rearrangement to build direct C7-C16 bond, and later-stage functionalization to obtain unique (E)-ethylidene moiety.
- Language
- English
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