Diastereoselective Synthesis of Enantiopure C 2-Symmetric Dihaloferrocenes
- 2 January 2001
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 2001 (01) , 0141-0143
- https://doi.org/10.1055/s-2001-9718
Abstract
1,1′-bis[(S)-4-isopropyloxazolin-2-yl]ferrocene was dilithiated with sec-BuLi/TMEDA in Et2O to give a (p R:p R):(p R:p S) selectivity of 10:1. Following addition of C2Cl6 or C2Br2Cl4 the resulting dichloro and dibromo derivatives were subjected to oxazoline ring opening and further manipulation to provide enantiopure (p S,p S)-1,1′-dicarbomethoxy-2,2′-dihaloferrocenes, (p S,p S)-1,1′-di(hydroxymethyl)-2,2′-dihaloferrocenes and (p S,p S)-1,1′-dicarbaldehyde-2,2′-dihaloferrocenes.Keywords
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