Details

Autor(en) / Beteiligte

• Magnus, Nicholas
• Magnus, Philip

Titel

1,13 and 1,14 asymmetric induction: Remote control

Ist Teil von

• Tetrahedron letters, 1997-05, Vol.38 (20), p.3491-3494

Ort / Verlag

Elsevier Ltd

Erscheinungsjahr

1997

Link zum Volltext

Quelle

Elsevier Journal Backfiles on ScienceDirect (DFG Nationallizenzen)

Beschreibungen/Notizen

• Treatment of the acyclic sulfones 6 (n = 1, 2, 3 and 4) with n-BuLI/THF/−100°C followed by PhCHO gave only two diastereomeric β-hydroxysulfones 7. The selection of two out of a possible four diastereomers is observed even though the chiral inducing entity is 10, 11, 12 and 13 atoms from the reaction locus. These results represent the illustration of long range asymmetric induction (LAI) controlled by supramolecular interactions. Treatment of the acyclic sulfones 1 (n = 1, 2, 3, and 4) with n-BuLI/THF/-100°C followed by PhCHO gave only two diastereomeric β-hydroxysulfones 2. The selection of two out of a possible four diastereomers is observed even though the chiral inducing entity is 10, 11, 12 and 13 atoms from the reaction locus.