An efficient and enantioselective total synthesis of naturally occurring L-783277
- Title
- An efficient and enantioselective total synthesis of naturally occurring L-783277
- Author
- 하정미
- Keywords
- enantioselectivity; synthesis; unclassified drug; chirality; aldehyde; lactone derivative; article; deprotection reaction; alkene; l 783277; macrolactonization; acetylene
- Issue Date
- 2010-09
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Citation
- TETRAHEDRON LETTERS, v. 51, NO. 38, Page. 4942-4946
- Abstract
- Naturally occurring L-783277 which belongs to 14-membered resorcylic acid lactones (RALs) turned out to be a potent kinase inhibitor against MEK (MAP kinase kinase). We successfully accomplished efficient and enantioselective total synthesis of L-783277 based on convergent assembly of one aromatic unit and two chiral building blocks with efficient orthogonal protection-deprotection strategy. Three key steps composed of olefin cross metathesis, addition of acetylene derivative to aldehyde, and Yamaguchi macrolactonization were subsequently employed to construct the framework of L-783277. The optical rotation value of L-783277 is for the first time presented in this Letter. (C) 2010 Elsevier Ltd. All rights reserved.
- URI
- https://www.sciencedirect.com/science/article/pii/S0040403910013286?via%3Dihubhttps://repository.hanyang.ac.kr/handle/20.500.11754/186143
- ISSN
- 0040-4039
- DOI
- 10.1016/j.tetlet.2010.07.122
- Appears in Collections:
- COLLEGE OF PHARMACY[E](약학대학) > PHARMACY(약학과) > Articles
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