The mechanisms of dilithiation reactions in organic syntheses: a case study based on the syntheses of ketene dithioacetals
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 13,p. 1581-1582
- https://doi.org/10.1039/cc9960001581
Abstract
An investigation of the lithiation and Cs2-insertion reactions of R1R2CH2 precursors (reactions used in the syntheses of ketene dithioacetals) leads to the crystal structure determination of the monolithiated complexes R1R2CHCS2Li·TMEDA, 3(R1= Ph, R2= pyridyl) and 4 (R1= H, R2= 2-methylpyrazine); attempted second lithiation of 3 fails to give the R1R2CCS2Li2 species anticipated in the mechanism of reactions of this type, but synthetic and 1H NMR spectroscopic evidence indicates that 4 can be lithiated further.Keywords
This publication has 0 references indexed in Scilit: