2606-50-0Relevant articles and documents
A long-chain epoxide from stem wax of Rubes thibetanus
Gaydou,Bombarda,Faure,Wollenweber
, p. 601 - 602 (1995)
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Synthesis of (S)-nonacosan-10-ol, the major component of tubular plant wax crystals
Dommisse, Aarnoud,Wirtz, Jennifer,Koch, Kerstin,Barthlott, Wilhelm,Kolter, Thomas
, p. 3508 - 3511 (2008/02/12)
(S)-Nonacosan-10-ol [(+)-Ginnol] is the main component of the tubular wax aggregates, which are found on many plant leaves. To investigate the role of this lipid for the formation of super hydrophobic self-cleaning plant surfaces, both enantiomers of the title compound were prepared in six steps. Key steps are the resolution of the allylation product of decanal with (R)-O-methylmandelic acid, and a chain elongation by cross metathesis. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Catalytic Asymmetric Reductive Addition of Olefins to Aldehydes Mediated by Boron and Zinc Organometallics
Schwink, Lothar,Knochel, Paul
, p. 9007 - 9010 (2007/10/02)
A procedure involving a hydroboration, boron-zinc exchange and asymmetric addition to an aldehyde allows the reductive addition of olefins to aldehydes in 50-96percent ee.A short and efficient 3 step synthesis of ginnol (61percent overall yield, 92percent ee) demonstrates the synthetic utility of the method.