Banerjee, DK and Angadi, VB (1965) Addition of hydrogen cyanide to 9-methyl- Δ4-octalone-3 and 9β-methyl-8β-hydroxy- Δ4-octalone-3. In: Tetrahedron, 21 (3). pp. 281-289.
PDF
7.pdf - Published Version Restricted to Registered users only Download (777kB) | Request a copy |
Abstract
Addition of hydrogen cyanide to 9-methyl-Δ4-octalone-3 (IIb), as a model, yielded both cis- and trans-ketonitriles the configurations of which are assigned on the basis of IR spectra of the hydrolysed products. Similar addition of hydrogen cyanide to 9β-methyl-8β-hydroxy-Δ4-octalone-3 (IIc) gave the corresponding cis- and trans-hydroxy-keto-nitriles, configurations of which were proved by their conversion into cis- and trans-keto-nitriles obtained in the model study. In contrast to the model experiment where the trans-product predominated, the cis-isomer was the major product of addition to IIc.
Item Type: | Journal Article |
---|---|
Publication: | Tetrahedron |
Publisher: | Elsevier Science |
Additional Information: | Copyright of this article belongs to Elsevier Science. |
Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
Date Deposited: | 19 May 2010 06:18 |
Last Modified: | 19 Sep 2010 06:06 |
URI: | http://eprints.iisc.ac.in/id/eprint/27912 |
Actions (login required)
View Item |