- [1 + 1]-Condensation of 12-Oxo-Derivatives of Ricinoleic Acid Esters with Hydrazine Hydrate on the Route to Macrocycles
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The reactivities of the keto analogs of methyl ricinolate and its triglyceride with hydrazine hydrate were studied. The ester was found to be inert, which made it possible to synthesize a macrocyclic azine with a side chain hydrazone moiety from a 12-oxo-derivative.
- Ishmuratov, G. Yu.,Yakovleva,Vydrina,Rubleva,Ishmuratova,Tolstikov
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p. 231 - 233
(2017/07/05)
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- Synthesis of enantiomerically pure 2,3,4,6-tetrasubstituted tetrahydropyrans by Prins-type cyclization of methyl ricinoleate and aldehydes
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The AlCl3-catalyzed Prins-type cyclization of methyl ricinoleate (1), an enantiomerically pure renewable compound, with aldehydes such as heptanal (2a), isobutyraldehyde (2b), pivaldehyde (2c) and benzaldehyde (2d) is a simple reaction for the diastereoselective synthesis of enantiomerically pure 2,3,6-trialkyl-substituted 4-chlorotetrahydropyrans. The respective 4-hydroxytetrahydropyrans are obtained e.g. with aldehydes 2a and 2d using montmorillonite KSF/O as the catalyst. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
- Biermann, Ursula,Luetzen, Arne,Metzger, Juergen O.
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p. 2631 - 2637
(2007/10/03)
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- Boc2O mediated macrolactonisation: Syntheses of R-(+)-ricinoleic acid lactone and (±)-12-OH-stearic acid lactone
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An efficient chemoenzymatic synthesis of R-(+)-ricinoleic acid lactone and (±)-12-OH-stearic acid lactone using Boc2O mediated macrolactonisation is reported.
- Nagarajan
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p. 2467 - 2475
(2007/10/03)
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