REDUCTIVE LITHIATION OF ALKYL 2-THIOPYRIDYL ETHERS TO GENERATE OPTICALLY PURE ALPHA-ALKOXYLITHIUM REAGENTS

Authors
RYCHNOVSKY SD PLZAK K PICKERING D
Citation
Sd. Rychnovsky et al., REDUCTIVE LITHIATION OF ALKYL 2-THIOPYRIDYL ETHERS TO GENERATE OPTICALLY PURE ALPHA-ALKOXYLITHIUM REAGENTS, Tetrahedron letters, 35(37), 1994, pp. 6799-6802
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
37
Year of publication
1994
Pages
6799 - 6802
Database
ISI
SICI code
0040-4039(1994)35:37<6799:RLOA2E>2.0.ZU;2-Q
Abstract
Enantiomerically pure 4-lithio-2-alkyl-1,3-dioxanes, 11 and 13, were p repared by reductive lithiation of alkyl 2-thiopyridyl ether 10, which was in turn prepared by Barton radical decarboxylation of the homolog ous acid. The optical activity was introduced by chirality transfer to and from the stereogenic acetal center.