On the reaction of 1-oxa-4-thiaspiro[4.5]decan-7-one with PhLi. A reinvestigation.
Two diastereomeric alcohols are formed from the reaction of 1-oxa-4-thiaspiro[4.5]decan-7-one with PhLi as against the single diastereomer reported earlier. The diastereoselectivity achieved from PhMgBr is significantly higher than with PhLi. The use of Et(2)O/hexane = 2:1 as the solvent for the reaction with PhMgBr offered the highest (14:1) diastereocontrol.
Yadav
Veejendra K
VK
Department of Chemistry, Indian Institute of Technology, Kanpur-208 016, India. vijendra@iitk.ac.in
Senthil
Govindaraji
G
Singh
Latika
L
Parvez
Masood
M