433294-39-4Relevant academic research and scientific papers
Diastereoselective reactions of δ-oxy-substituted allylic acetates with organocopper reagents
Belelie, Jennifer L.,Chong, J. Michael
, p. 3000 - 3006 (2007/10/03)
SN2′ (γ) substitutions of δ-substituted allylic acetates with Grignard reagents and copper catalysts proceed with high diastereoselectivities. With benzyloxy, methoxymethoxy, and tert-butyldimethylsiloxy groups, reactions favor the anti-isomer with selectivities up to anti:syn = >99:1. With a hydroxyl group, selectivities are reversed and the syn-isomer is favored with selectivities up to anti:syn = 1:99.
