OBTENTION OF 2,2-(DIETHOXY) VINYL LITHIUM AND 2-METHYL-4-ETHOXY BUTADIENYL LITHIUM BY ARENE-CATALYZED LITHIATION OF THE CORRESPONDING CHLORO DERIVATIVES - SYNTHETIC APPLICATIONS
M. Sifodil et al., OBTENTION OF 2,2-(DIETHOXY) VINYL LITHIUM AND 2-METHYL-4-ETHOXY BUTADIENYL LITHIUM BY ARENE-CATALYZED LITHIATION OF THE CORRESPONDING CHLORO DERIVATIVES - SYNTHETIC APPLICATIONS, Tetrahedron letters, 39(49), 1998, pp. 8975-8978
Vinylic lithium reagents 1 and 2 could be obtained by the title proced
ure from their chloro precursors 5 and 6 instead of the less stable co
rresponding bromo derivatives 3 and 4. Condensation with carbonyl comp
ounds leads to interesting synthetic applications such as a two steps
synthesis of retinal 13 from beta-cyclocitral 10. (C) 1998 Published b
y Elsevier Science Ltd. All rights reserved.