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Preparation and Reactions of Some Reagents for Umpolung under Phase-transfer Catalysis
Lissel, Manfred
, p. 1589 - 1601 (2007/10/02)
Thioacetals 4a-h are used as reagents for umpolung.They can be prepared in high yields from inexpensive starting materials under phase-transfer catalysis (PTC).H/D-exchange reactions of thioacetals under PTC-conditions are described.Ethyl 1,3-dithiane-2-carboxylate (4a) served as a model compound in order to demonstrate possibilities and limitations of PTC-deprotonation and subsequent reaction with electrophiles compared with other procedures.
