4.8 Article

Cu-Catalyzed Enantioselective Reductive Coupling of 1,3-Dienes and Aldimines

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ORGANIC LETTERS
卷 20, 期 22, 页码 7288-7292

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03216

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资金

  1. State Key Laboratory of Organometallic Chemistry
  2. Hundred Talents Plan of Chinese Academy of Sciences
  3. Shanghai Sailing Program [17YF1424100]
  4. National Natural Science Foundation of China [21702222]
  5. Science and Technology Commission of Shanghai Municipality [17JC1401200]
  6. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
  7. Shanghai Institute of Organic Chemistry
  8. Thousand Youth Talents Plan

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Catalytic chemo- and enantioselective generation of 1,3-disubstituted allyl-Cu complexes from a Cu-H addition to 1,3-dienes followed by in situ reactions with aldimines to construct homoallylic amines is presented. The method is distinguished by an unprecedented pathway to generate enantiomerically enriched allyl-Cu species, allowing reactions with a wide range of aldimines in high chemo-, site-, diastereo-, and enantioselectivity. Functionalization provides useful building blocks that are otherwise difficult to access.

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