Total synthesis of verbalactone: an efficient, carbohydrate-based approach

TitleTotal synthesis of verbalactone: an efficient, carbohydrate-based approach
Publication TypeJournal Article
Year of Publication2009
AuthorsSalunke, GB, Shivakumar, I, Gurjar, MK
JournalTetrahedron Letters
Volume50
Issue18
Pagination2048-2049
Date PublishedMAY
ISSN0040-4039
KeywordsChiral pool approach, D-Glucose, verbalactone, Yamaguchi's macrolactonization
Abstract

A carbohydrate-based strategy for the total synthesis of verbalactone has been described. (3R,5R)-3,5-dihydroxydecanoic acid was dimerised under Yamaguchi conditions to provide verbalactone in an overall yield of 17% starting from 3-deoxy-1,2:5,6-di-O-isopropylidine-alpha-D-glucofuranose. (c) 2009 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2009.02.062
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.618
Divison category: 
Organic Chemistry