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Palladium-Catalyzed Enantioselective Relay Heck Arylation of Enelactams: Accessing ?,?-Unsaturated ?-Lactams.

ABSTRACT: In this Communication, we describe the construction of chiral ?,?-unsaturated ?-lactams, widely used as pharmacophores, in high yields and excellent enantioselectivities using an oxidative relay Heck arylation reaction. This strategy also allows facile access to 7-substituted ?,?-unsaturated ?-lactam products and ?-lactams containing a tetrasubstituted nitrogen-bearing stereocenter.

SUBMITTER: Yuan Q

PROVIDER: S-EPMC5993423 | biostudies-other | 2018 May

REPOSITORIES: biostudies-other

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Palladium-Catalyzed Enantioselective Relay Heck Arylation of Enelactams: Accessing α,β-Unsaturated δ-Lactams.

Yuan Qianjia Q Sigman Matthew S MS

Journal of the American Chemical Society 20180516 21

In this Communication, we describe the construction of chiral α,β-unsaturated δ-lactams, widely used as pharmacophores, in high yields and excellent enantioselectivities using an oxidative relay Heck arylation reaction. This strategy also allows facile access to 7-substituted α,β-unsaturated ε-lactam products and δ-lactams containing a tetrasubstituted nitrogen-bearing stereocenter. ...[more]

PMID: 29746119

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