Studies on natural C-glycoside, mayamycin and hydroxystilbenoids - Image 1

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LAP Lambert Academic Publishing Studies on natural C-glycoside, mayamycin and hydroxystilbenoids

Name: Studies on natural C-glycoside, mayamycin and hydroxystilbenoids
Brand: LAP Lambert Academic Publishing
Price: 63.0 GBP
Availability: InStock

Organic Chemistry

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Description

A general and convergent route has been developed for the regio- and stereoselective construction of the C-5 glycosyl angucycline framework of mayamycin. The C-glycosylation of 2-naphthol, dearomatization and Hauser annulation has been the key steps. The total synthesis of the natural product by applying this methodology was restricted by the steric perturbation of the methyl substituent in the C-glycosylation step. The peri effects in the C-glycosylation of the substituted 2-naphthols were identified. The synthetic analogues show cytotoxicity against different human cancer cell lines at low micromolar concentration. A high E-stereoselective olefination of carbonyls with thiophthalides under basic conditions have been utilized for the synthesis of stilbenoids and styryl carboxylic acids. The olefination is highly atom-efficient and proceeds via the formation of episulfide intermediate followed by extrusion of elemental sulfur. This olefination, in conjunction with retro Kolbe-Schmitt reaction, allows facile synthesis of natural hydroxystilbenoids with minimal protection of phenolic-OH.

Product Specifications

Brand: LAP Lambert Academic Publishing
Format: paperback
ASIN: 365990676X
Category: Books > Subjects > Science, Nature & Maths > Chemistry > Organic Chemistry
Domain: Amazon UK
Release Date: 13 July 2016
Listed Since: 05 August 2016

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LAP Lambert Academic Publishing Studies on natural C-glycoside, mayamycin and hydroxystilbenoids

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