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The first asymmetric synthesis of marliolide from readily accessible carbohydrate as chiral template
- Authors
- Mailar, Karabasappa; Choi, Won Jun
- Issue Date
- 2-Sep-2016
- Publisher
- ELSEVIER SCI LTD
- Keywords
- Marliolide; Asymmetric synthesis; gamma-butyrolactone; Lactone enolate alkylation
- Citation
- CARBOHYDRATE RESEARCH, v.432, pp 31 - 35
- Pages
- 5
- Indexed
- SCI
SCIE
SCOPUS
- Journal Title
- CARBOHYDRATE RESEARCH
- Volume
- 432
- Start Page
- 31
- End Page
- 35
- ISSN
- 0008-6215
1873-426X
- Abstract
- A simple and efficient strategy for the first asymmetric total synthesis of marliolide was accomplished by using stereoselective alkylation of the dianion of the beta-hydroxy lactone enolate with myristyl aldehyde as a key step. The key intermediate, beta-hydroxyl gamma-methyl butyrolactone was prepared by transformation of L-lyxonolactone starting from D-ribose, a naturally abundant chiral carbohydrate. (C) 2016 Elsevier Ltd. All rights reserved.
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Related Researcher
- Choi, Won Jun
- College of Pharmacy (Department of Pharmacy)