Tetrahedron

The absolute configuration of cis-2-phenylcyclopropane-carboxylic acid and related compounds

T Aratani, Y Nakanisi, H Nozaki

Index: Aratani,T. et al. Tetrahedron, 1970 , vol. 26, p. 1675 - 1684

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Citation Number: 55

Abstract

Decarboxylation of (+)-cis-2-phenylcyclopropane-carboxylic acid (3b) with lead tetraacetate in benzene or in the presence of iodine gives (−)-(1R: 2R)-trans-1, 2-diphenylcyclopropane (7) and (−)-(1R: 2S)-trans-2-phenylcyclopropyliodide (12a), respectively. This establishes the absolute configuration of (+)-3b as 1S: 2R. Asymmetrically synthesized (−)-(R)-2- phenylmethylenecyclopropane (24) and (−)-(R)-phenylspiropentane (25) are correlated ...

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