Allylation of aromatic and heteroaromatic aldehydes 1a-k with allyltrichlorosilane 2 can be catalyzed by the new heterobidentate, terpene-derived bipyridine N-monoxides 4, 6a,b, and 8-11 (

The activation of C-H bonds has become a widely used method which allows for the direct transformation of C-H bonds into synthetically more valuable C-C and C-X bonds in a selective manner. This critical review aims to summarize and to highlight a specific subgroup of these transformations, C-H activation reactions of chiral substrates bearing diastereotopic hydrogen atoms at methylene groups (95 references).

Diastereotopos-differentiation is the key feature of the catalytic C-H amination at the benzylic position of substrate 1. Essentially independent of the functional group X (X = COOMe, PO(OEt)(2), SO(2)Ph, NO(2), CN, OAc), the depicted products 2 are formed with good (dr = 80/20) to excellent (dr > 95/5) diastereoselectivity. The reaction proceeds without racemization and possesses potential for the C-H amination of open-chain substrates.