期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 135, 期 1, 页码 94-97出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja311241q
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资金
- NIH [R01-GM031332]
- NSF [CHE-1212767]
- NSERC of Canada
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1212767] Funding Source: National Science Foundation
The first report of Z-selective macrocyclizations using a ruthenium-based metathesis catalyst is described. The selectivity for Z macrocycles is consistently high for a diverse set of substrates with a variety of functional groups and ring sizes. The same catalyst was also employed for the Z-selective ethenolysis of a mixture of E and Z macrocycles, providing the pure E isomer. Notably, an ethylene pressure of only 1 atm was required. These methodologies were successfully applied to the construction of several olfactory macrocycles as well as the formal total synthesis of the cytotoxic alkaloid motuporamine C.
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