Article

Asymmetric hydroxylative phenol dearomatization through in situ generation of iodanes from chiral iodoarenes and m-CPBA.

Université de Bordeaux, Institut des Sciences Moléculaires (CNRS UMR 5255), 2 rue Robert Escarpit, 33607 Pessac Cedex, France.
Angewandte Chemie International Edition (impact factor: 13.45). 06/2009; 48(25):4605-9. DOI:10.1002/anie.200901039 pp.4605-9
Source: PubMed

ABSTRACT 'I' is all the hype: A twofold excess of iodoarene in the title reaction leads to ortho-quinols in good yields, whereas organocatalytic versions of this reaction enable subsequent epoxidation in a regio- and diastereoselective fashion. Chiral iodobiarenes led to enantioselectivities up to 50 % ee. m-CPBA = meta-chloroperoxybenzoic acid.

0 0
 · 
0 Bookmarks
 · 
43 Views
Data provided are for informational purposes only. Although carefully collected, accuracy cannot be guaranteed. The impact factor represents a rough estimation of the journal's impact factor and does not reflect the actual current impact factor. Publisher conditions are provided by RoMEO. Differing provisions from the publisher's actual policy or licence agreement may be applicable.

Keywords

diastereoselective fashion
 
enantioselectivities
 
good yields
 
hype
 
subsequent epoxidation
 
title reaction
 
twofold excess