Hydroboration by Diborane of Methyl Abietate

Autor:	Alexander G. Tolstikov, Marina P. Yakovleva, V. A. Vydrina, G. Yu. Ishmuratov, R. R. Muslukhov, A. A. Kravchenko
Rok vydání:	2018
Předmět:	Methyl abietate Steric effects 010405 organic chemistry Chemistry Plant Science General Chemistry 010402 general chemistry 01 natural sciences General Biochemistry Genetics and Molecular Biology 0104 chemical sciences Hydroboration chemistry.chemical_compound Molecule Organic chemistry Diborane
Zdroj:	Chemistry of Natural Compounds. 54:478-480
ISSN:	1573-8388 0009-3130
DOI:	10.1007/s10600-018-2383-2
Popis:	Hydroboration-oxidation of methyl abietate by diborane in THF occurred preferentially at the sterically unhindered β-side of the molecule without involving the ester. The known hydroboration-oxidation product methyl 7β-hydroxy-13α-isopropylpodocarp-8(14)-en-15α-oate and previously unknown methyl 7β-hydroxy-13-isopropyl-8β-podocarp-13(14)-en-15α-oate, 14β-hydroxy-13α-isopropylpodocarp-7(8)-en-15α-oate, and 7β,14-dihydroxy-13α-isopropyl-8β-podocarpan-15α-oate, i.e., products from monohydroboration-oxidation at the ∆7,8- and ∆13,14-bonds without their respective shifts and from dihydroboration, were obtained.
Databáze:	OpenAIRE
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