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An efficient and enantioselective total synthesis of naturally occurring L-783277
- Issue Date
- Sep-2010
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- enantioselectivity; synthesis; unclassified drug; chirality; aldehyde; lactone derivative; article; deprotection reaction; alkene; l 783277; macrolactonization; acetylene
- Citation
- TETRAHEDRON LETTERS, v.51, no.38, pp.4942 - 4946
- Indexed
- SCIE
SCOPUS
- Journal Title
- TETRAHEDRON LETTERS
- Volume
- 51
- Number
- 38
- Start Page
- 4942
- End Page
- 4946
- ISSN
- 0040-4039
- 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.
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Collections - COLLEGE OF PHARMACY > DEPARTMENT OF PHARMACY > 1. Journal Articles
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Related Researcher
- Hah, Jung Mi
- COLLEGE OF PHARMACY (DEPARTMENT OF PHARMACY)