ENANTIOSELECTIVE SYNTHESIS OF ALPHA-BRANCHED ALPHA-HYDROXY KETONES VIA CHIRAL N-SULFONYL-2-ALKYL-2-CYANO-1,3-OXAZOLIDINES

Authors
HARDER T LOHL T BOLTE M WAGNER K HOPPE D
Citation
T. Harder et al., ENANTIOSELECTIVE SYNTHESIS OF ALPHA-BRANCHED ALPHA-HYDROXY KETONES VIA CHIRAL N-SULFONYL-2-ALKYL-2-CYANO-1,3-OXAZOLIDINES, Tetrahedron letters, 35(40), 1994, pp. 7365-7368
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
40
Year of publication
1994
Pages
7365 - 7368
Database
ISI
SICI code
0040-4039(1994)35:40<7365:ESOAAK>2.0.ZU;2-Q
Abstract
The stereochemically homogeneous title compounds 6, prepared with two steps from orthoesters and N-tosyl-phenylglycinol 4, afford with two s equential Grignard additions predominantly the tertiary alcohols 8. El ectrochemical detosylation, followed by aqueous work up, yields enanti omerically enriched ketones 10.