350795-05-0Relevant academic research and scientific papers
Metallophthalocyanine complex, Cr(TBPC)OTf: An efficient, recyclable Lewis acid catalyst in the regio- and stereoselective rearrangement of epoxides to aldehydes
Suda, Kohji,Nakajima, Shin-Ichiro,Satoh, Yasumi,Takanami, Toshikatsu
supporting information; experimental part, p. 1255 - 1257 (2009/07/10)
The metallophthalocyanine complex Cr(TBPC)OTf works as a highly efficient, recyclable Lewis acid catalyst for the regio- and stereoselective rearrangements of epoxides to aldehydes. The Royal Society of Chemistry.
Highly regio- and stereoselective rearrangement of epoxides to aldehydes catalyzed by high-valent metalloporphyrin complex, Cr(TPP)OTf
Suda, Kohji,Kikkawa, Taketoshi,Nakajima, Shin-Ichiro,Takanami, Toshikatsu
, p. 9554 - 9555 (2007/10/03)
Chromium(III) tetraphenylporphyrin triflate, Cr(TPP)OTf, works as an efficient and characteristic Lewis acid catalyst in the regio- and stereoselective rearrangement of epoxides to aldehydes. This Cr(TPP)OTf-catalyzed reaction is an operationally simple a
Practical synthesis of chiral emopamil left hand as a bioactive motif.
Kimura, Teiji,Yamamoto, Noboru,Suzuki, Yuichi,Kawano, Koki,Norimine, Yoshihiko,Ito, Koichi,Nagato, Satoshi,Iimura, Yoichi,Yonaga, Masahiro
, p. 6228 - 6231 (2007/10/03)
An asymmetric synthesis of (2S)-2-(2-isopropyl)-5-hydroxy-2-phenylpentanenitrile (emopamil left hand, 2) has been completed by use of the MAD (methyl aluminum bis(4-methyl-2,6-di-tert-butylphenoxide)-induced rearrangement of a chiral epoxyalcohol as the key reaction. The stereochemistry of the chiral quaternary center was confirmed by transformation of 2 to (S)-noremopamil. This method requires minimal purification procedures and affords high chemical and optical yields. Acid-catalyzed isomerization of an allylaldehyde and retro-aldol type racemization at the quaternary carbon of a nitrile-alcohol were encountered.
