Total Synthesis of (-)-Neocosmosin A via Intramolecular Diels-Alder Reaction of 2-Pyrone
- Title
- Total Synthesis of (-)-Neocosmosin A via Intramolecular Diels-Alder Reaction of 2-Pyrone
- Author
- 조천규
- Keywords
- RESORCYLIC ACID LACTONES; REGIOSELECTIVE SYNTHESIS; 3,5-DIBROMO-2-PYRONE; BIOSYNTHESIS; CHEMISTRY; (E)-BETA-BORYLSTYRENE; CYCLOADDITIONS; MACROLACTONES; (+/-)-CRININE; NEOCOSMOSIN
- Issue Date
- 2016-09
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v. 18, NO. 19, Page. 5126-5129
- Abstract
- A new synthetic route to (-)-neocosmosin A was devised by elaboration, of intramolecular Diels- Alder (IMDA) cycloaddition of 2-pyrone containing a bromopropiolate group as the dienophile. The IMDA reaction was accompanied by cycloreversion of carbon dioxide to give benzannulated macrolide with two bromide groups at C14 and C16. Installation of the pinacolboryl groups and oxidations allowed completion of the total synthesis of (-)-neocosmosin A.
- URI
- https://pubs.acs.org/doi/10.1021/acs.orglett.6b02575https://repository.hanyang.ac.kr/handle/20.500.11754/76846
- ISSN
- 1523-7060; 1523-7052
- DOI
- 10.1021/acs.orglett.6b02575
- Appears in Collections:
- COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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