Philkhana, Satish Chandra ; Seetharamsingh, B. ; Dangat, Yuvraj B. ; Vanka, Kumar ; Reddy, D. Srinivasa (2013) Synthesis of palmyrolide A and its cis-isomer and mechanistic insight into trans–cis isomerisation of the enamide macrocycle Chemical Communications, 49 (32). p. 3342. ISSN 1359-7345
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Official URL: http://doi.org/10.1039/C3CC40541A
Related URL: http://dx.doi.org/10.1039/C3CC40541A
Abstract
Concise and protecting-group free synthesis of ent-palmyrolide A and (−)-cis-palmyrolide A were achieved starting from commercially available (S)-citronellal. The key fragment of palmyrolide A, “(5S,7S)-7-hydroxy-5,8,8-trimethylnonanamide”, which makes up the most challenging part of the target molecule, was prepared in just three steps. A plausible mechanism for the trans–cis isomerization of the double bond in the macrocycle has been investigated.
Item Type: | Article |
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Source: | Copyright of this article belongs to Royal Society of Chemistry |
ID Code: | 121965 |
Deposited On: | 23 Jul 2021 10:42 |
Last Modified: | 23 Jul 2021 10:42 |
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