期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 131, 期 22, 页码 7560-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja9029736
关键词
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资金
- NSF (CAREER) [CHE-0349045]
- NIH (NIGMS) [R01 GM079364]
The total syntheses of aglafolin, rocagloic acid, and rocaglamide using Nazarov cyclization are described. Generation of the necessary oxyallyl cation intermediate was accomplished via peracid oxidation of an allenol ether to generate an unusual oxycarbenium ion species that undergoes cyclization. The synthesis is efficient, highly diastereoselective, and strategically distinct from previous syntheses of rocaglamide.
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