Tetrahedron

Chiral recognition of allenic hydrocarbons by 1H NMR

A Mannschreck, W Munninger, T Burgemeister, J Gore…

Index: Mannschreck, A.; Munninger, W.; Burgemeister, T.; Gore, J.; Cazes, B. Tetrahedron, 1986 , vol. 42, # 1 p. 399 - 408

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Citation Number: 34

Abstract

The syntheses of the allenes (±)-1,(±)-4 and (±)-6 as well as of the enriched samples (-)-1,(-)- 4 and (-)-6 are described. 1H NMR shifts and splittings induced by a mixture of the achiral salt Ag (fod) and the optically active complex (+)-Yb (hfbc) 3 are given. This procedure is recommended by the magnitude of such splittings as a means of determining the enantiomeric purity of 1, 3-disubstituted allenic hydrocarbons. The results for (-)-1 and (-)- ...