Chloroallyl anion : highly regio- and diastereoselective α-addition of chloroallyl zinc reagent to carbonyl compounds

Mallaiah, K. ; Satyanarayana, J. ; Ila, H. ; Junjappa, H. (1993) Chloroallyl anion : highly regio- and diastereoselective α-addition of chloroallyl zinc reagent to carbonyl compounds Tetrahedron Letters, 34 (19). pp. 3145-3148. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)93402-6

Abstract

The chloroallyl zinc reagent generated insitu by deprotonation of allyl chloride in the presence of lithium diisopropylamide and zinc chloride undergoes highly regio- and diastereoselective α-addition to carbonyl compounds to give syn chlorohydrins which on treatment with base afford cis vinyloxiranes in high yields. The chloroallyl zinc reagent undergoes highly regio- and diastereoselective α-addition to carbonyl compounds to give syn chlorohydrines.

Item Type:Article
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ID Code:15288
Deposited On:13 Nov 2010 13:00
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