Synthesis of (±)‐12‐Methoxyherbertenediol Dimethyl Ether

References

• Asakawa , Y. 2001 . Recent advances in phytochemistry of bryophytes‐ acetogenins, terpenoids and bis(bibenzyl)s from selected Japanene, Taiwanese, New Zealand, Argentinean and European liverworts . Phytochemistry , 56 : 297
   PubMed Web of Science ®Google Scholar
• Enzell , C. and Erdtman , H. 1958 . The chemistry of the natural order cupressales‐XXI: Cuparene and cuparenic acid, two sesquiterpenic compounds with a new carbon skeleton . Tetrahedron , 4 : 361
   Web of Science ®Google Scholar
• Matsuo , A. , Yuki , S. and Nakayama , M. 1981 . (‐)‐Herbertene, an aromatic sesquiterpene with a novel carbon skeleton from the liverwort Herberta adunca . J. Chem. Soc., Chem. Commun. , : 864
   Google Scholar
• Matsuo , A. , Yuki , S. , Nakayama , M. and Hayashi , S. 1982 . Three new sesquiterpene phenols of the ent‐herbertane class from the liverwort Herberta adunca . Chem. Lett. , : 463
   Google Scholar
• Matsuo , A. , Nakayama , N. and Nakayama , M. 1985 . Enantiomeric type sesquiterpenoids of the liverwort Marchantia polymorpha . Phytochemistry , 24 : 777
   Google Scholar
• Matsuo , A. , Yuki , S. and Nakayama , M. 1986 . Structures of the ent‐herbertane sesquiterpenoids displaying antifungal properties from the liverwort Herberta adunca . J. Chem. Soc., Perkin Trans. 1 , : 701
   Google Scholar
• Asakawa , Y. , Matsuda , R. , Schofield , W. B. and Gradstein , S. R. 1982 . Cuparane and isocuparane‐type sesquiterpenoids in liverworts of the genus Herbertus . Phytochemistry , 21 : 2471
   Google Scholar
• Matsuo , A. , Yuki , S. and Nakayama , M. 1983 . (‐)‐Herbertenediol and (‐)‐herbertenolide, two new sesquiterpenoids of the ent‐herbertane class from the liverwort Herberta adunca . Chem. Lett. , : 1041
   Google Scholar
• Buchanan , M. S. , Connolly , J. D. and Rycroft , D. S. 1996 . Herbertane sesquiterpenoids from the liverwort Herbertus aduncus and H. borealis . Phytochemistry , 43 : 1245
   Web of Science ®Google Scholar
• Feld , H. , Zapp , J. and Becker , H. 2003 . Secondary metabolites from the liverwort Tylimanthus renifolius . Phytochemistry , 64 : 1335
   PubMedGoogle Scholar
• Irita , H. , Hashimoto , T. , Fukuyama , Y. and Asakawa , Y. 2000 . Herbertane‐type sesquiterpenoids from the liverwort Herbertus Sakuraii . Phytochemistry , 55 : 247
   PubMed Web of Science ®Google Scholar
• Srikrishna , A. and Satyanarayana , G. 2006 . Total synthesis of (±)‐herbertanediol . Tetrahedron , 62 : 2892
   Google Scholar
• Srikrishna , A. and Rao , M. S. 2002 . A ring closing metathesis based Approach to (±)‐herbertane, (±)‐α‐herbertenol, (±)‐β‐herbertenol and (±)‐herbertenediol . Synlett. , : 340
   Google Scholar
• Srikrishna , A. and Lakshmi , B. V. 2005 . Construction of vicinal quaternary carbon atoms by Ireland ester Claisen rearrangement: total synthesis of (±)‐herbertenolide, (±)‐herberteneacetal, (±)‐herbertene‐1,14‐diol and (±)‐herbertene‐1,15‐diol . Tetrahedron Lett. , 46 : 4879 and references cited therein
   Google Scholar
• Grubbs , R. H. and Chang , S. 1998 . Recent advances in olefin metathesis and its application in organic synthesis . Tetrahedron , 54 : 4413
   Web of Science ®Google Scholar
• Fürstner , A. 2000 . Olefin metathesis and beyond . Angew. Chem., Int. Ed. , 39 : 3013
   Web of Science ®Google Scholar
• Trnka , T. M. and Grubbs , R. H. 2001 . The development of L2X2Ru=CHR olefin metathesis catalysts: An organometallic success story . Acc. Chem. Res. , 34 : 18
   PubMed Web of Science ®Google Scholar
• Grubbs , R. H. 2004 . Olefin metathesis . Tetrahedron , 60 : 7117
   Web of Science ®Google Scholar
• Grubbs , R. H. 2003 . Handbook of Metathesis Vol. 2 , Weinheim : Wiley‐VCH .
   Google Scholar
• Johnson , W. S. , Werthemann , L. , Bartlett , W. R. , Brocksom , T. J. , Li , T. T. , Faulkner , D. J. and Petersen , M. R. 1970 . Simple stereoselective version of the Claisen rearrangement leading to trans‐trisubstituted olefinic bonds. Synthesis of squalene . J. Am. Chem. Soc. , 92 : 741
   Web of Science ®Google Scholar
• Barton , D. H. R. , Crich , D. and Motherwell , W. B. 1983 . New and improved methods for the radical decarboxylation of acids . J. Chem. Soc. Chem. Commun. , : 939
   Google Scholar
• Barton , D. H. R. , Bridon , D. , Fernandez‐Picot , I. and Zard , S. Z. 1987 . The invention of radical reactions: part XV. Some mechanistic aspects of the decarboxylative rearrangement of thiohydroxamic esters . Tetrahedron , 43 : 2733
   Web of Science ®Google Scholar