The chemistry of pseudomonic acid. Part 10. Preparation of heterocyclic derivatives
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 2047-2057
- https://doi.org/10.1039/p19890002047
Abstract
The preparation of a large variety of normonyl heterocycles is described. Methods involving cyclisation of monic acid derivatives gave access to only a limited number of types of heterocycles. Olefination methods proved to be of wider applicability with phosphonate stabilised anions providing the biologically active E-isomer in a 3–4 : 1 excess. The Peterson type olefination proved to be the most useful method with the largest range of heterocycles and stereoselectivity of E:Z 4 to >10 : 1.This publication has 4 references indexed in Scilit:
- The chemistry of pseudomonic acid, part II. Dehydrative cyclisation of α-acylamino ketones to oxazolesJournal of the Chemical Society, Perkin Transactions 1, 1989
- Antimycoplasmal activities of the speudomonic acids and structure-activity relationships of monic acid A derivatives.The Journal of Antibiotics, 1988
- The chemistry of pseudomonic acid. Part 7. Stereochemical control in the preparation of C-2-substituted monic acid esters via the Peterson olefinationJournal of the Chemical Society, Perkin Transactions 1, 1984
- The chemistry of pseudomonic acid. Part 1. The absolute configuration of pseudomonic acid AJournal of the Chemical Society, Perkin Transactions 1, 1978