ChemInform Abstract: THE BASE PROMOTED REARRANGEMENT OF TRIALKYL(2‐METHYL‐2‐ALKENYL)AMMONIUM IODIDES

Dietrich, Wolfgang; Schulze, K.; Muehlstaedt, M.

doi:10.1002/chin.197821117

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2019

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“…Melting points are uncorrected. ( E )-3-(Naphthalen-2-yl)prop-2-en-1-amine, ( E )-3-(furan-2-yl)prop-2-en-1-amine, amines 1a – p , 1s , 1u – y , − , ammonium salt 1i , β-ketoesters 2h and 2j , and catalysts 4a , 4b , 4d , and 4f were prepared according to literature procedures.…”

Section: Methodsmentioning

confidence: 99%

Chiral α-Amino Acid/Palladium-Catalyzed Asymmetric Allylation of α-Branched β-Ketoesters with Allylic Amines: Highly Enantioselective Construction of All-Carbon Quaternary Stereocenters

Zhu

Tian

2019

J. Org. Chem.

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A new protocol has been developed for the use of allylic amines as allylating agents in the chiral α-amino acid/palladium-catalyzed asymmetric allylation of α-branched β-ketoesters, providing highly enantioselective access to all-carbon quaternary stereocenters. Notably, the formation of a primary amine, a secondary amine, or ammonia as a byproduct has little influence on the enantioselectivity for the catalytic asymmetric synthesis of structurally diverse α,α-disubstituted β-ketoesters.

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Section: Methodsmentioning

confidence: 99%