Iodocyclization and Prins-Type Macrocyclization: An Efficient Formal Synthesis of Leucascandrolide A
✍ Scribed by Yadav, J. S.; Pattanayak, Manas R.; Das, Pragna P.; Mohapatra, Debendra K.
- Book ID
- 115466529
- Publisher
- American Chemical Society
- Year
- 2011
- Tongue
- English
- Weight
- 876 KB
- Volume
- 13
- Category
- Article
- ISSN
- 1523-7060
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## Abstract A new strategy for the synthesis of muscone **(1)** using the OH‐assisted __Prins__ reaction for macrocyclic ring closure has been developed. The monoacetal **4** of (__Z__,__E__)‐4,8‐dodecadienedial **(3)**, easily obtainable from (__Z__,__E__,__E__)‐1,5,9‐cyclododecatriene **(2)**, is
## Abstract **Verdoppelter Einsatz**: Die Titelreaktion überführt eine Reihe aromatischer Aldehyde in 26–85 % Ausbeute mithilfe von Allenylmethyl‐/Allylsilanen in 1,6‐Dioxecan‐Derivate (siehe Schema; Ar=Aryl, Tf=Triflat, THF=Tetrahydrofuran, TMS=Trimethylsilyl). Die Bisdien‐Produkte wurden durch Di