251307-65-0Relevant articles and documents
Efficient synthesis of enantiomerically pure trans-2,5-bis(arylethynyl)pyrrolidines. A new entry into C2-symmetric chiral secondary amines
Hanamoto, Takeshi,Shimomoto, Nami,Kikukawa, Takashi,Inanaga, Junji
, p. 2951 - 2959 (2007/10/03)
A new class of C2-symmetric pyrrolidine derivatives bearing arylethynyl groups at the 2,5-positions has been synthesized in enantiomerically pure form from 1,7-octadiyne-3,6-diol in five steps. Some notable features of the synthesis are: (i) the formation of a separable diastereomeric mixture of pyrrolidine carbamates using a newly prepared chiral chloroformate; and (ii) the development of a new method for the deprotection of the carbamate via a novel SmI2-promoted electron transfer process.