Cyclization of cembrane diterpenoids. V. Selectivity of the formation of a product of the cyclization of cembrene under the action of N-bromosuccinimide, and the crystal structure of this product

Autor:	S. A. Shevtsov, V. A. Raldugin, Yu. V. Gatilov, I. Yu. Bagryanskaya, N. I. Yaroshenko
Rok vydání:	1993
Předmět:	Stereochemistry Formic acid Absolute configuration Plant Science General Chemistry Crystal structure General Biochemistry Genetics and Molecular Biology chemistry.chemical_compound chemistry Yield (chemistry) Molecule N-Bromosuccinimide Selectivity Methyl group
Zdroj:	Chemistry of Natural Compounds. 29:608-612
ISSN:	1573-8388 0009-3130
DOI:	10.1007/bf00630208
Popis:	Under the action of N-bromosuccinimide in aqueous acetone, cembrene has given a low yield of a cyclization product, the structure and stereochemistry of the molecule of which have been established by x-ray structural analysis. In contrast to the cyclization of cembrene under the action of formic acid, in the reaction under consideration a 1,5-hydride shift in the last stage dominates substantially over the splitting out of a proton from the methyl group at C-4.
Databáze:	OpenAIRE
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