58861-78-2Relevant articles and documents
LITHIATION OF Δ2-THIAZOLINES: THE C2-ANION APPROACH TO 2-SUBSTITUTED DERIVATIVES AND THEIR REACTIVITY
Fantin, Giancarlo,Fogagnolo, Marco,Medici, Alessandro,Pedrini, Paolo
, p. 473 - 484 (2007/10/02)
Lithiation of 2-unsubstituted Δ2-thiazolines and quenching with various electrophiles to 2-functionalized derivatives is reported.In particular quenching of thiazolines (1a and 1b) with trimethylsilyl chloride affords the corresponding 2-trimethylsilyl-Δ2-thiazolines (7a and 7b).The reactivity of these masked C2-anions toward electrophiles is described.Similar approach is developped for chiral 4--2-thiazoline (12).The synthesis of the chiral 2-formyl derivative, generated in situ from the C2-anion and N-formylmorpholine, and its reactivity toward phosphonium salt are also discussed.