An enantiodivergent protocol from R-(−)-carvone: synthesis of dihydroagarofuran sesquiterpenoid 1-deacetoxy-ent-orbiculin A. Issue 10 (11th March 2015)
- Record Type:
- Journal Article
- Title:
- An enantiodivergent protocol from R-(−)-carvone: synthesis of dihydroagarofuran sesquiterpenoid 1-deacetoxy-ent-orbiculin A. Issue 10 (11th March 2015)
- Main Title:
- An enantiodivergent protocol from R-(−)-carvone: synthesis of dihydroagarofuran sesquiterpenoid 1-deacetoxy-ent-orbiculin A
- Authors:
- Kumaran, R. Senthil
Mehta, Goverdhan - Abstract:
- Abstract: A strategy for achieving enantiodivergency from R -(−)-carvone in the context of synthesis of eudesmanes and dihydroagarofurans is disclosed, which involves, among other things, sequential setting of the C10 quaternary centre and recreation of the desired C7 isopropyl stereochemistry to enter the antipodal series. A synthesis of 1-deacetoxy- ent -orbiculin has been achieved as a demonstration of the effectiveness and applicability of this approach. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 71:Issue 10(2015)
- Journal:
- Tetrahedron
- Issue:
- Volume 71:Issue 10(2015)
- Issue Display:
- Volume 71, Issue 10 (2015)
- Year:
- 2015
- Volume:
- 71
- Issue:
- 10
- Issue Sort Value:
- 2015-0071-0010-0000
- Page Start:
- 1547
- Page End:
- 1554
- Publication Date:
- 2015-03-11
- Subjects:
- Sesquiterpenoids -- Enantiodivergent synthesis -- Dihydroagarofurans -- Ring closure metathesis -- Rubottom oxidation
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2015.01.033 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 6180.xml