Intramolecular Claisen-type Condensations of β-Acetoxy Amides or Imides

DOI: 10.1016/S0040-4039(00)79590-6

Source and publish data:

Tetrahedron Letters p. 3025 - 3028 (1992)

Update date:2022-07-30

Topics:

Authors:

Brandaenge, Svante

Leijonmarck, Hans

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Article abstract of DOI:10.1016/S0040-4039(00)79590-6

Intramolecular Claisen-type condensation of amide 1 or imide 7 leads to the same δ-lactone in racemic (2) or enantiomerically pure form (4) respectively.A side-reaction producing the 11-membered ring compound 6 makes imide 3 unsuitable as a starting material for the synthesis of 4.A clean two-step reduction of 4 to 9 is also described.

Full text of DOI:10.1016/S0040-4039(00)79590-6

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