455310-84-6Relevant academic research and scientific papers
Towards chiral non-racemic cis-1,3-disubstituted cyclopentane 1,4-diphosphines
Camps, Pelayo,Colet, Gisela,Font-Bardia, Merce,Muoz-Torrero, Victoria,Solans, Xavier,Vazquez, Santiago
, p. 759 - 778 (2002)
Reaction of dialkyl- or diaryl-trans-(3,4-epoxycyclopentyl)phosphine oxides 2 with the lithium derivative of methyldiphenylphosphine oxide gives a mixture of (±)-t-4- and (±)-c-4-(disubstituted phosphinoyl)-t-2-(diphenylphosphinoylmethyl)-r-1-cyclopentanol derivatives 13a-c and 16a-c, which could be obtained in pure form by separation of the corresponding acetates 14a-c and 17a-c followed by methanolysis. Compounds 13b and 16b were transformed into the corresponding dehydroxy derivatives 19 and 21 through the Barton procedure. Additionally, 16a was transformed into a diastereomeric mixture of carbamates 22 and 23 on reaction with (S)-α-phenylethylisocyanate which could be separated by repeated crystallization. The relative configuration of compounds 13b, 17a, 21 and 22 was established by X-ray diffraction analysis.
