A new method for synthesis of n-(3-acyloxypropyl)-substituted six- to thirteen-membered alkan-n-olides

A new method for synthesis of n-(3-acyloxypropyl)-substituted six- to thirteen-membered alkan-n-olides Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2002, Volume: 51, Number: 10, Pages: 1806-1811 Pages count : 6 DOI: 10.1023/a:1021336031371

Authors

Ogibin Yu.N. ¹ , Kutkin A.V. ¹ , Terent"ev A.O. ¹ , Nikishin G.I. ¹

Affiliations

1	Russian Academy of Sciences, N. D. Zelinsky Institute of Organic Chemistry, 47 Leninsky prosp., 119991, Moscow, Russian Federation

A new method for the synthesis of n-(3-acyloxypropyl)-substituted six- to thirteen-membered alkan-n-olides was developed. The method is based on the H2SO4-catalyzed reactions of oxabicycloalkenes, obtained from 2-(3-acetoxypropyl)cycloalkanes, with H2O2 and formic or acetic acid. The method includes the subsequent transformations of oxabicycloalkenes into bicyclic hydroperoxides, peroxy ethers, and, at the final stage, into target lactones formed in 56—71% yields. These transformations are carried as a one-pot reaction.

Ogibin Y.N. , Kutkin A.V. , Terent"ev A.O. , Nikishin G.I.
A new method for synthesis of n-(3-acyloxypropyl)-substituted six- to thirteen-membered alkan-n-olides
Russian Chemical Bulletin. 2002. V.51. N10. P.1806-1811. DOI: 10.1023/a:1021336031371 WOS Scopus OpenAlex

Web of science:	WOS:000180430000004
Scopus:	2-s2.0-0036450883
OpenAlex:	W2952735342

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