4.3 Article

Reactions of Tertiary Allylic Amines and Dichlorocarbenes

Journal

SYNTHETIC COMMUNICATIONS
Volume 45, Issue 19, Pages 2259-2265

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2015.1075218

Keywords

Allyl; de-N-allylation; dichlorocarbene; formylation; tertiary amine

Funding

  1. National Natural Science Foundation of China [NSF-21002078, 21372184, 21062021]
  2. State Education Ministry Scientific Research Foundation for the Returned Overseas Chinese Scholars
  3. Shaanxi Province Technology Foundation for Selected Overseas Chinese

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In this article, a study on reactions of tertiary allylic amines and dichlorocarbenes had been described. Tertiary allylic amines could result from an interesting de-N-allylation/formylation reaction under the treatment of dichlorocarbenes. Notably, amines containing steric substituents or electron-deficient aromatic substituents on the nitrogen will go through cyclopropanations of the carbon-carbon double bond.

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