Chelation, activation, and proximity effects in the deprotection of dithianes with ZnBr(2): applications in the polyketide field.
[reaction: see text] Double deprotection of dithiane aldol equivalents is feasible under mild conditions with ZnBr(2) and suitably placed MEM, BOM, and SEM groups which function as protecting, activating, and regiodirecting groups. The procedure is useful in natural product synthesis.
Vakalopoulos
A
A
Department of Organic Chemistry, University of Hannover, Schneiderberg 1 B, D-30167 Hannover, Germany.
Hoffmann
H M
HM