Synthesis of chiral cyclohexanes and carbasugars by 6-exo-dig radical cyclisation reactions

Synthesis of chiral cyclohexanes and carbasugars by 6-exo-dig radical cyclisation reactions

Treatment of 5-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-D-ribose with lithium acetylides gave mixtures of syn- and anti-alkynols 2a–2c which were separated following protection as methoxymethyl ethers. These were converted to the corresponding iodides which underwent 6-exo-dig radical cyclisat...

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Bibliographic Details
Main Authors: Rajeev K. Shrivastava, Elise Maudru, Gurdial Singh, Richard H. Wightman, Keith M. Morgan
Format: Article
Language:English
Published: Beilstein-Institut 2008-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
carbasugars
cyclisation
cyclohexanes
6-membered ring
stereoisomers
Online Access:https://doi.org/10.3762/bjoc.4.43

Internet

https://doi.org/10.3762/bjoc.4.43

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