Enantioselective Synthesis of anti-1,2-Diamines by Cu-Catalyzed Reductive Couplings of Azadienes with Aldimines and Ketimines.

Journal Article (Journal Article)

Here we report highly efficient and chemoselective azadiene-imine reductive couplings catalyzed by (Ph-BPE)Cu-H that afford anti-1,2-diamines. In all cases, reactions take place with either aldimine or ketimine electrophiles to deliver a single diastereomer of product in >95:5 er. The products' diamines are easily differentiable, facilitating downstream synthesis.

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Duke Authors

Malcolmson, Steven

Cited Authors

Shao, X; Li, K; Malcolmson, SJ

Published Date

June 2018

Published In

Journal of the American Chemical Society

Volume / Issue

140 / 23

Start / End Page

7083 - 7087

PubMed ID

29775301

Pubmed Central ID

PMC5999589

Electronic International Standard Serial Number (EISSN)

1520-5126

International Standard Serial Number (ISSN)

0002-7863

Digital Object Identifier (DOI)

10.1021/jacs.8b04750

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