Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-Cyclohexanol

Catalytic osmylation of cis and trans 2-cyclohexene-cyclohexanol (1a) and (1b) are carried out in the presence of N-methyl morpholine-N-oxide. Under the same conditions, only the cis isomer reacted, leading to triol (3). The steric hindrance of the equatorial OH group probably prevents the trans iso...

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Main Authors: Mohammad Raouf Darvich, Jamshid Mohammadi Rovshandeh
Format: Article
Language:English
Published: Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR 1995-12-01
Series:Iranian Journal of Chemistry & Chemical Engineering
Subjects:
Online Access:http://www.ijcce.ac.ir/article_10968_5238a4c9ca54a6c85791b5edc2fbb6f5.pdf
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author Mohammad Raouf Darvich
Jamshid Mohammadi Rovshandeh
author_facet Mohammad Raouf Darvich
Jamshid Mohammadi Rovshandeh
author_sort Mohammad Raouf Darvich
collection DOAJ
description Catalytic osmylation of cis and trans 2-cyclohexene-cyclohexanol (1a) and (1b) are carried out in the presence of N-methyl morpholine-N-oxide. Under the same conditions, only the cis isomer reacted, leading to triol (3). The steric hindrance of the equatorial OH group probably prevents the trans isomer from entering into such reaction. Triol (3) was also obtained from the reduction of the diol-ketone (4).
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spelling doaj.art-ca38a74ab2ae4ee5b1b3da2b88ef5d932022-12-22T03:08:02ZengIranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECRIranian Journal of Chemistry & Chemical Engineering1021-99861021-99861995-12-01142909310968Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-CyclohexanolMohammad Raouf Darvich0Jamshid Mohammadi Rovshandeh1Department of Chemistry, Faculty of Science, Tehran University, P.O. Box 14155-6455 Tehran, I.R. IRANDepartment of Chemistry, Faculty of Science, Tehran University, P.O. Box 14155-6455 Tehran, I.R. IRANCatalytic osmylation of cis and trans 2-cyclohexene-cyclohexanol (1a) and (1b) are carried out in the presence of N-methyl morpholine-N-oxide. Under the same conditions, only the cis isomer reacted, leading to triol (3). The steric hindrance of the equatorial OH group probably prevents the trans isomer from entering into such reaction. Triol (3) was also obtained from the reduction of the diol-ketone (4).http://www.ijcce.ac.ir/article_10968_5238a4c9ca54a6c85791b5edc2fbb6f5.pdfosmylationn-methylmorpholine-n-oxidecis and trans-2-cyclohexene-cyclohexanolhydroxylation
spellingShingle Mohammad Raouf Darvich
Jamshid Mohammadi Rovshandeh
Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-Cyclohexanol
Iranian Journal of Chemistry & Chemical Engineering
osmylation
n-methylmorpholine-n-oxide
cis and trans-2-cyclohexene-cyclohexanol
hydroxylation
title Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-Cyclohexanol
title_full Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-Cyclohexanol
title_fullStr Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-Cyclohexanol
title_full_unstemmed Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-Cyclohexanol
title_short Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-Cyclohexanol
title_sort effect of alkyl substituents on the hydrogen catalytic osmylation of cis and trans 2 cyclohexene cyclohexanol
topic osmylation
n-methylmorpholine-n-oxide
cis and trans-2-cyclohexene-cyclohexanol
hydroxylation
url http://www.ijcce.ac.ir/article_10968_5238a4c9ca54a6c85791b5edc2fbb6f5.pdf
work_keys_str_mv AT mohammadraoufdarvich effectofalkylsubstituentsonthehydrogencatalyticosmylationofcisandtrans2cyclohexenecyclohexanol
AT jamshidmohammadirovshandeh effectofalkylsubstituentsonthehydrogencatalyticosmylationofcisandtrans2cyclohexenecyclohexanol