SYNTHESIS OF (-)-2S,3S,11S,12R-2,3,11,12-TETRAPHENYLCROWN-6

DOI: 10.1016/S0040-4020(01)96520-2

Source and publish data:

Tetrahedron p. 1193 - 1198 (1985)

Update date:2022-08-03

Topics:

Authors:

Dietl, Ferdinand

Haunschild, Jutta

Merz, Andreas

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Article abstract of DOI:10.1016/S0040-4020(01)96520-2

The synthesis of (-) 2S,3S,11S,12R-2,3,11,12-tetraphenyl<18>-crown-6 from (-)-1S,2S-hydrobenzoin and meso-hydrobenzoin is described.Chemical shifts and vicinal coupling constants of the benzylic protons in the 2S,3S and 11S,12R substructures in the free ligands and in complexes with KSCN and 1-phenylethylammonium bromides and a brief discussion of the related conformational changes are also presented.A detailed procedure for the resolution of racemic hydrobenzoin is given.

Full text of DOI:10.1016/S0040-4020(01)96520-2

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