On the reaction of 1-oxa-4-thiaspiro [4.5] decan-7-one with PhLi. A reinvestigation

Yadav, Veejendra K. ; Senthil, Govindaraji ; Singh, Latika ; Parvez, Masood (2004) On the reaction of 1-oxa-4-thiaspiro [4.5] decan-7-one with PhLi. A reinvestigation Journal of Organic Chemistry, 69 (23). pp. 8131-8132. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo0489364

Related URL: http://dx.doi.org/10.1021/jo0489364

Abstract

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 Et2O/hexane=2:1 as the solvent for the reaction with PhMgBr offered the highest (14:1) diastereocontrol.

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ID Code:58247
Deposited On:31 Aug 2011 06:56
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