Controlling stereoselectivity with the aid of a reagent-directing group: Hydroformylation, cuprate addition, and domino reaction sequences

Authors
Citation
B. Breit, Controlling stereoselectivity with the aid of a reagent-directing group: Hydroformylation, cuprate addition, and domino reaction sequences, CHEM-EUR J, 6(9), 2000, pp. 1519-1524
Citations number
64
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
6
Issue
9
Year of publication
2000
Pages
1519 - 1524
Database
ISI
SICI code
0947-6539(20000502)6:9<1519:CSWTAO>2.0.ZU;2-R
Abstract
The specific introduction of an appropriately designed reagent-directing gr oup into an organic substrate allows the more efficient use of substrate di rection to allow high levels of acyclic stereocontrol in both rhodium-catal yzed hydroformylation and cuprate addition to enoates. This provides access to major building blocks of the polyketide class of natural products. Inco rporation of these directed reactions into sequential transformations holds promise for new particularly efficient synthetic methods.