ASYMMETRIC-SYNTHESIS OF 1,1-DISUBSTITUTED TETRALINS AND DIHYDRONAPHTHALENES BY DIASTEREOSELECTIVE ADDITION OF LITHIOSILANES TO CHIRAL NAPHTHALENES

Citation
An. Hulme et Ai. Meyers, ASYMMETRIC-SYNTHESIS OF 1,1-DISUBSTITUTED TETRALINS AND DIHYDRONAPHTHALENES BY DIASTEREOSELECTIVE ADDITION OF LITHIOSILANES TO CHIRAL NAPHTHALENES, Journal of organic chemistry, 59(5), 1994, pp. 952-953
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
59
Issue
5
Year of publication
1994
Pages
952 - 953
Database
ISI
SICI code
0022-3263(1994)59:5<952:AO1TAD>2.0.ZU;2-Z
Abstract
Highly diastereoselective additions of lithiosilanes to chiral naphtha lenes can be performed in ether/THF. Trapping of the resulting azaenol ate, followed by protodesilylation, allows access to 1,1-disubstituted tetralins or dihydronaphthalenes in good yields and high enantiomeric excess.