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Syntheses of 2-oxabicyclo[4.10.0]hexadec-1(6)-ene from cyclododecanone
Authors:L I Zakharkin  I M Churilova
Institution:(1) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul.Vavilova, 117813 Moscow, Russian Federation
Abstract:Two methods for the synthesis of 2-oxabicyclo4.10.0]hexadec-1(6)-ene from cyclododecanone have been suggested. The most convenient method involves the preparation of 2-(3-tert-butoxypropyl)cyclododecanone by phase-transfer catalyzed alkylation of cyclododecanone with l-bromo-3-tert-butoxypropane followed by removal of the protectingtert-butyl group and elimination of water.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 659–661, April, 1994.
Keywords:cyclododecanone  phase-transfer catalysis  alkylation  2-(3  3-diethoxypropyl)cyclododecanone  2-(3  3-ethylenedioxypropyl)cyclododecanone  12-hydroxybicyclo[9  3  1]pentadecane-15-one  3-ethoxy-2-oxabicyclo[4  10  0]hexadec-1(6)-ene  2-(3-chloropropen-3-yl)cyclododecanone  2-(3-benzyloxypropyl)cyclododecanone  2-(3-tert-butoxypropyl)cyclododecanone  2-(3-acetoxypropyl)cyclododecanone  2-(3-hydroxypropyl)cyclododecanone
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