Magnesium-tartramide complex mediated asymmetric Strecker-type reaction of nitrones using cyanohydrin

• Sakai Takahiro

• Soeta Takahiro

• Endo Kohei

• Fujinami Shuhei

• Ukaji Yutaka

• 添田 貴宏

• 遠藤 恆平

• 藤波 修平

• 宇梶 裕

抄録

An asymmetric Strecker-type reaction of nitrones using acetone cyanohydrin as a source of HCN has been realized. A magnesium-tartramide complex, generated from (R,R)-2,3-dihydroxy-1,4-di(pyrrolidin-1-yl)-butane-1,4-dione and MeMgBr, promoted transcyanation from the bromomagnesium salt of the cyanohydrin, in the presence of a catalytic amount of DBU, to afford the corresponding optically active (S)-α-amino nitrile derivatives. The reaction was applicable to various nitrones giving high-to-excellent enantioselectivities. © 2013 American Chemical Society.

収録刊行物

• Organic Letters

  Organic Letters 15 (10), 2422-2425, 2013-05-17

  American Chemical Society

詳細情報

• CRID: 1390294276475176192
• NII論文ID: 120005254078
• NII書誌ID: AA11347843
• ISSN: 15237060
• DOI: 10.24517/00010577
• Web Site: http://hdl.handle.net/2297/34681
• 本文言語コード: en
• データソース種別:
  • JaLC
  • IRDB
  • CiNii Articles