THE FIRST SYNTHESIS OF THE NOVEL 2,8-DIOXABICYCLO[3.2.1]OCTANE RING-SYSTEM - A KEY FEATURE OF THE SQUALESTATINS

Authors
AGGARWAL VK WANG MF ZAPARUCHA A
Citation
Vk. Aggarwal et al., THE FIRST SYNTHESIS OF THE NOVEL 2,8-DIOXABICYCLO[3.2.1]OCTANE RING-SYSTEM - A KEY FEATURE OF THE SQUALESTATINS, Journal of the Chemical Society, Chemical Communications, (1), 1994, pp. 87-88
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
1
Year of publication
1994
Pages
87 - 88
Database
ISI
SICI code
0022-4936(1994):1<87:TFSOTN>2.0.ZU;2-O
Abstract
The lithium enolate of the acetonide of (S,S)-dimethyl tartrate 5 was prepared by treatment with lithium diisopropylamide in the presence of 12-crown-4, and added to acetonylacetone 6; reaction of the product w ith acid gave a mixture of cyclised adducts from which a single diaste reoisomer was isolated and shown to have a structure consistent with t he core of squalestatin.