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<identifier identifierType='DOI'>10.19261/nfnpc.2021</identifier>
<creators>
<creator>
<creatorName>Morărescu (Chetraru), O.</creatorName>
<affiliation>Institutul de Chimie, Moldova, Republica</affiliation>
</creator>
<creator>
<creatorName>Traistari, M.</creatorName>
<affiliation>Universitatea de Stat din Moldova, Moldova, Republica</affiliation>
</creator>
<creator>
<creatorName>Barbă, A.N.</creatorName>
<affiliation>Institutul de Chimie, Moldova, Republica</affiliation>
</creator>
<creator>
<creatorName>Duca, G.G.</creatorName>
<affiliation>Institutul de Chimie, Moldova, Republica</affiliation>
</creator>
<creator>
<creatorName>Ungur, N.D.</creatorName>
<affiliation>Institutul de Chimie, Moldova, Republica</affiliation>
</creator>
<creator>
<creatorName>Kulciţki, V.N.</creatorName>
<affiliation>Institutul de Chimie, Moldova, Republica</affiliation>
</creator>
</creators>
<titles>
<title xml:lang='en'>Selective synthesis of 13-epi-manoyl oxide</title>
</titles>
<publisher>Instrumentul Bibliometric National</publisher>
<publicationYear>2021</publicationYear>
<relatedIdentifier relatedIdentifierType='ISBN' relationType='IsPartOf'>978-9975-3336-7-2</relatedIdentifier>
<subjects>
<subject schemeURI='http://udcdata.info/' subjectScheme='UDC'>547:577:576</subject>
</subjects>
<dates>
<date dateType='Issued'>2021</date>
</dates>
<resourceType resourceTypeGeneral='Text'>Conference Paper</resourceType>
<descriptions>
<description xml:lang='en' descriptionType='Abstract'><p>Labdane-type diterpenes are excellent examples of natural products with important pharmaceutical activities. Besides, several labdanes are quite abundant in nature and/or are commercially, such as sclareol 1. Hence, they are useful starting materials for chemical transformations. On the other hand, manoyl oxide 2 and 13-epi-manoyl oxide 3 are labdane compounds with skeleton identical to forskolin &ndash; a secondary metabolite isolated from Coleus forskohlii plant and showing a myriad of therapeutic activities [1], and other relevant natural compounds reported in structure-activity relationship (SAR) [2,3]. We have also demonstrated recently a free-radical procedure for structural modification of both forskolin and manoyl oxides [4,5] leading to an unusual distal functionalization of 13-epi- framework. In order to explore the full potential of such late-stage functionalization, one needs reliable sources of 13-epi-manoyl oxide 3, which ideally is made available via selective synthesis. The current work presents the selective one-step synthesis of 13-epi-manoyl oxide 3 basing on a low-temperature superacidic cyclization of sclareol 1 (Scheme 1). An older contribution of some of us reported an equimolar mixture of epimers [6]. Now, the reaction conditions have been finely tuned in order to achieve a 9:1 ratio in favor of the desired 13-epioxide 3. The preparative value of the elaborated procedure was convincingly demonstrated. Scheme 1</p></description>
</descriptions>
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