| dc.contributor.advisor | Arifin, Budi | |
| dc.contributor.advisor | Sugita, Purwantiningsih | |
| dc.contributor.author | Ritonga, Rizky Arif Fajar Husandy | |
| dc.date.accessioned | 2021-08-01T02:11:37Z | |
| dc.date.available | 2021-08-01T02:11:37Z | |
| dc.date.issued | 2021 | |
| dc.identifier.uri | http://repository.ipb.ac.id/handle/123456789/107997 | |
| dc.description.abstract | Lignan ariltetralin dan arilnaftalena merupakan contoh modifikasi struktur
lignan yang berperan aktif terutama sebagai antikanker. Kelompok lignan ini dapat
disintesis melaluisiklisasi Diels-Alder intramolekul pada turunan trans-sinamil cis sinamat dan arilpropargil arilpropiolat. Penelitian ini bertujuan menelusuri pustaka
terkait berbagai metode esterifikasi yang berpotensi untuk mendapatkan kelompok
senyawa ester trans-sinamil cis-sinamat, mengisomerisasi asam trans- menjadi cis sinamat, serta mensiklisasi ester menjadi lignan melalui reaksi Diels-Alder
intramolekul. Berbagai reaksi estrifikasi telah diaplikasikan pada sintesis prekursor
ester lignan ariltetralin dan arilnaftalena terbukti menghasilkan rendemen yang
tinggi. Penggunaan katalis berbasis logam, isomerisasi melalui reaksi fotokimia,
metatesis silang, dan kondensasi Horner-Wadsworth-Emmons juga berpotensi
untuk diimplementasikan pada pembentukan kerangka cis-alkena. Penggunaan
berbagai pelarut dalam reaksi Diels-Alder intramolekul diamati memiliki rendemen
dan selektivitas produk lignan yang beragam. | id |
| dc.description.abstract | Aryltetraline and arylnaphthalene lignan are examples of lignan structure
modifications that have a prominent role as anticancer. This group of lignan can be
synthesized from the intramolecular Diels-Alder cyclization of the trans-cinnamyl
cis-cinnamate and arylpropargyl arylpropiolate derivatives. This study aims to
conduct a literature review of esterification methods that have the potential to obtain
a group of trans-cinnamyl cis-cinnamate compounds, isomerize trans- to cis cinnamic acid, and perform the Diels-Alder reaction to cyclize esters into lignan.
Various estrification reactions have been applied to the synthesis of aryltetralin and
arylnaphthalene lignan ester precursors which have been shown to produce high
yields. In addition, the use of metal-based catalysts, photochemical reactions, cross metathesis, and Horner-Wadsworth-Emmons condensation can also be
implemented to form a cis-alkene framework. The use of various solvents in the
intramolecular Diels-Alder reaction was observed to have varying yields and
selectivity of lignans. | id |
| dc.language.iso | id | id |
| dc.publisher | IPB University | id |
| dc.title | Kajian Pustaka Sintesis Lignan Ariltetralin dan Arilnaftalena melalui Reaksi Diels-Alder Intramolekul | id |
| dc.title.alternative | Literature Review Synthesis of Aryltetralin and Arylnaphthalene Lignan through Intramolecular Diels-Alder Reaction | id |
| dc.type | Undergraduate Thesis | id |
| dc.subject.keyword | arylnaphtalene lignan | id |
| dc.subject.keyword | aryltetraline lignan | id |
| dc.subject.keyword | cis-alkene synthesis | id |
| dc.subject.keyword | esterification reaction | id |
| dc.subject.keyword | intramolecular Diels-Alder | id |
