Carbohydrate-based approach for the total synthesis of aculeatin D and 6-epi-aculeatin D

TitleCarbohydrate-based approach for the total synthesis of aculeatin D and 6-epi-aculeatin D
Publication TypeJournal Article
Year of Publication2008
AuthorsRamana, CV, Srinivas, B
JournalJournal of Organic Chemistry
Volume73
Issue10
Pagination3915-3918
Date PublishedMAY
Type of ArticleArticle
ISSN0022-3263
Abstract

A concise approach for the total synthesis of aculeatin D and 6-epi-aculeatin D employing differentially protected anti,anti-1,3,5-triol alkyne prepared from alpha-D-glucoheptonic-gamma-lactone derivative is documented. Phenol protecting group manipulation for selective O-debenzylation during the hydrogenation of the diyne intermediate and one-pot phenolic oxidation with concomitant spiroketalization highlight the accomplished total synthesis.

DOI10.1021/jo800026n
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.785

Divison category: 
Organic Chemistry