The first asymmetric synthesis of marliolide from readily accessible carbohydrate as chiral template

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초록

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.

키워드

MarliolideAsymmetric synthesisgamma-butyrolactoneLactone enolate alkylationPOTENTIAL TUMOR INHIBITORSLACTONESCYTOTOXICITYDERIVATIVESALKYLATION
제목
The first asymmetric synthesis of marliolide from readily accessible carbohydrate as chiral template
저자
Mailar, KarabasappaChoi, Won Jun
DOI
10.1016/j.carres.2016.06.005
발행일
2016-09-02
유형
Article
저널명
Carbohydrate Research
432
페이지
31 ~ 35