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Intramolecular Heck reaction strategy for the synthesis of functionalised tetrahydroanthracenes: a facile formal total synthesis of the linear abietane diterpene, umbrosone

IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata

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Title Intramolecular Heck reaction strategy for the synthesis of functionalised tetrahydroanthracenes: a facile formal total synthesis of the linear abietane diterpene, umbrosone
 
Creator Sengupta, Sujaya
Mukhopadhyay, Ranjan
Achari, Basudeb
Banerjee, Asish Kr
 
Subject Chemistry
 
Description Rapid annulation employing an intramolecular Heck reaction yielded the functionalised 1,1,10-trimethyl-6-methoxy- 1,2,3,4-tetrahydroanthracene 4a, a key intermediate for the linear diterpenoid quinone umbrosone (1), and the related compounds 4b–d. A similar strategy was also successfully adopted for the synthesis of the 9-methyl tetrahydroanthracene ester 5 and the tetrahydrodibenzo[ a,d]cycloheptene ester 6.
 
Publisher Elsevier
 
Date 2005
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/554/1/TETRAHEDRON_LETTERS___46(_9_)1515%2D1519_;2005[93].pdf
Sengupta, Sujaya and Mukhopadhyay, Ranjan and Achari, Basudeb and Banerjee, Asish Kr (2005) Intramolecular Heck reaction strategy for the synthesis of functionalised tetrahydroanthracenes: a facile formal total synthesis of the linear abietane diterpene, umbrosone. Tetrahedron, 46 (9). pp. 1515-1519.
 
Relation http://dx.doi.org/0.1016/j.tetlet.2005.01.021
http://www.eprints.iicb.res.in/554/