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Synlett 2000; 2000(7): 1067-1069
DOI: 10.1055/s-2000-6656
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Applications of Homoallylic Alcohols Derived from (-)-Sparteine-Mediated Asymmetric Homoaldolization: Entry to 5- to 8-Membered Unsaturated Oxacycles through Metathesis Reaction

Kavirayani R. K. Prasad* , Dieter Hoppe
  • *Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany; Fax + 49(2 51)8 33 97 72; E-mail: dhoppe@uni-muenster.de
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Publication Date:
31 December 2000 (online)

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A series of enantioenriched 4-hydroxy-1-alkenyl carbamates was prepared by (-)-sparteine-mediated homoaldolization. These were transformed into unsaturated oxacycles, involving simple synthetic transformations, with ring-closing metathesis (RCM) as the key step.

(-)-Sparteine - homoaldolization - asymmetric synthesis - oxacycloalkenes - ring-closing metathesis