A modular approach to marine macrolide construction. 3. Enantioselective synthesis of the C1-C28 sector of spongistatin 1 (altohyrtin A)

Authors
Zuev, D Paquette, LA
Citation
D. Zuev et La. Paquette, A modular approach to marine macrolide construction. 3. Enantioselective synthesis of the C1-C28 sector of spongistatin 1 (altohyrtin A), ORG LETT, 2(5), 2000, pp. 679-682
Citations number
57
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
5
Year of publication
2000
Pages
679 - 682
Database
ISI
SICI code
1523-7060(20000309)2:5<679:AMATMM>2.0.ZU;2-B
Abstract
[GRAPHICS] A completely stereocontrolled approach to assembly of the major C1-C28 subu nit of spongistatin 1 (altohyrtin A) is described. Key steps included the c ontrol of two asymmetric aldols by means of Fujita-Nagao (chiral N-acyl-1,3 -thiazolidine-2-thione auxiliary) and Mukaiyama (BF3. OEt2-promoted enolsil ane coupling) protocols in complex settings.