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2005
Amines
Q 0120
27- 076
Palladium-Catalyzed Allylation of Imines with Allyl Alcohols. — The Pd-Et 3B
catalytic system is shown to be capable of promoting allylation of anisidine-aldimines
derived from aromatic and aliphatic aldehydes using allylic alcohols as allylating
agents. The corresponding products are obtained in moderate to good yields, which go
down as the acidities of α-protons increase. All allylic alcohols examined show the
same regioselectivity providing the most branched homoallylamines. α-Substituted allylic alcohols show higher stereoselectivity, giving anti-product preferentially over the
syn one. In contrast to previous reports, the methyl group shows a higher selectivity
than the phenyl group. — (SHIMIZU, M.; KIMURA, M.; WATANABE, T.;
TAMARU*, Y.; Org. Lett. 7 (2005) 4, 637-640; Dep. Appl. Chem., Fac. Eng.,
Nagasaki Univ., Bunkyo, Nagasaki 852, Japan; Eng.) — Steudel
2005
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