245
321. Zhao Y, Schenk DJ, Takahashi S, Chappell J, Coates RM (2004) Eremophilane sesquiterpenes from capsidiol. J Org Chem 69:7428
322. Reddy DS, Kozmin SA (2004) Efficient and general approach to eremophilanes using
siloxyalkyne- alkene metathesis. J Org Chem 69:4860
323. Blay G, Cardona L, Collado AM, García B, Pedro JR (2006) Rearrangement of 4,5-epoxy- 9trimethylsilyldecalines. Application to the synthesis of the natural eremophilane (−)-aristolochene. J Org Chem 71:4929
324. Shanmughan MS, White JD (2004) A new route to furanoeremophilane sesquiterpenoids.
Synthesis of (±)-6β-hydroxyeuryopsin. Chem Commun:44
325. Mace LH, Shanmugham M, White JD, Drew MGB (2006) A new route to furanoeremophilane sesquiterpenoids. Synthesis of Senecio metabolites (±)-6-hydroxyeuryopsin,
(±)-1,10-epoxy- 6-hydroxyeuryopsin, (±)-toluccanolide A and (±)-toluccanolide C. Org
Biomol Chem 4:1020
326. Hsu DS, Hsu PY, Lee YC, Liao CC (2008) Stereocontrolled synthesis of polyfunctionalized cis-decalins from 2-methoxyphenols: total syntheses of (±)-eremopetasidione,
(±)-3β- angeloyloxyfuranoeremophilane, and (±)-3β-methacryloyloxyfuranoeremophil
ane. J Org Chem 73:2554
327. Koike T, Takeuchi N, Ohta T, Tobinaga S (1999) Total synthesis of racemic ligularone and
isoligularone. Chem Pharm Bull 47:897
328. Kraus GA, Bae J, Kim J (2007) Phytochemicals from Echinacea and Hypericum: a direct
synthesis of isoligularone. Synth Commun 37:1251
329. Jenniskens LHD, de Groot A (1998) Enantioselective synthesis of (R)-(−)-ligularenolide
and the progesterone receptor ligand (R)-(−)-PF1092C starting from (S)-(+)-carvone.
Tetrahedron 54:5617
330. Handore KL, Seetharamsingh B, Reddy DS (2013) Ready access to functionally embellished
cis-hydrindanes and cis-decalins: protecting group-free total synthesis of (±)-nootkatone and
(±)-noreremophilane. J Org Chem 78:8149
331. Huffman JW, Pandian R (1979) Synthesis of (±)-cacalol. J Org Chem 44:1851
332. Tanikawa S, Ono M, Akita H (2005) The first synthesis of (S)-(+)-cacalol. Heterocycles 65:319
333. Reddy DS, Palani K, Balasubrahmanyam D, Kamath VB, Iqbal J (2005) The first synthesis of
a noreremophilane isolated from the roots of Ligularia przewalskii. Tetrahedron Lett 46:5211
334. Muthukumarasamy KM, Handore KL, Kakade DN, Shinde MV, Ranjan S, Kumar N,
Sehrawat S, Sachidanandan C, Reddy DS (2016) Identification of noreremophilane-based
inhibitors of angiogenesis using zebrafish assays. Org Biomol Chem 14:1569
335. Meng Z, Liu B (2018) Total synthesis of five natural eremophilane-type sesquiterpenoids.
Org Biomol Chem 16:957
336. Abe H, Fujimaki M, Nakagawa E, Kobayashi T, Ito H (2018) Enantioselective total synthesis
of sagittacin E and related natural products. Chem Commun 54:6165
337. Hartmann B, Deprés JP, Greené AE, Freire de Lima ME (1993) Stereoselective bakkane
synthesis: (±)-palmosalide C. Tetrahedron Lett 34:1487
338. Brocksom TJ, Coelho F, Deprés JP, Greene AE, Freire de Lima ME, Hamelin O, Hartmann
B, Kanazawa AM, Wang Y (2002) First comprehensive bakkane approach: Stereoselective
and efficient dichloroketene-based total synthesis of (±)- and (−)-9-acetoxyfukinanolide,
(±)-bakkenolide A, (−)-bakkenolide III, B, C, H, L, V, and X, (±)- and (−)-homogynolide A,
(±)-homojinolide B, and (±)-palmosalide C. J Am Chem Soc 124:15313
339. Back TG, Nava-Salgado VO, Payne JE (2001) Synthesis of (±)-bakkenolide-A and its
C-7, C-10, and C-7,10 epimers by means of an intramolecular Diels-Alder reaction. J Org
Chem 66:4361
340. Constantino MG, de Oliveira KT, Polo EC, da Silva GV, Brocksom TJ (2006) Core structure
of eremophilanes and bakkanes through niobium catalyzed Diels-Alder reaction: synthesis of
(±)-bakkenolide A. J Org Chem 71:9880
Chemical Constituents of Ligularia Species (Asteraceae) and Their Diversity…
321. Zhao Y, Schenk DJ, Takahashi S, Chappell J, Coates RM (2004) Eremophilane sesquiterpenes from capsidiol. J Org Chem 69:7428
322. Reddy DS, Kozmin SA (2004) Efficient and general approach to eremophilanes using
siloxyalkyne- alkene metathesis. J Org Chem 69:4860
323. Blay G, Cardona L, Collado AM, García B, Pedro JR (2006) Rearrangement of 4,5-epoxy- 9trimethylsilyldecalines. Application to the synthesis of the natural eremophilane (−)-aristolochene. J Org Chem 71:4929
324. Shanmughan MS, White JD (2004) A new route to furanoeremophilane sesquiterpenoids.
Synthesis of (±)-6β-hydroxyeuryopsin. Chem Commun:44
325. Mace LH, Shanmugham M, White JD, Drew MGB (2006) A new route to furanoeremophilane sesquiterpenoids. Synthesis of Senecio metabolites (±)-6-hydroxyeuryopsin,
(±)-1,10-epoxy- 6-hydroxyeuryopsin, (±)-toluccanolide A and (±)-toluccanolide C. Org
Biomol Chem 4:1020
326. Hsu DS, Hsu PY, Lee YC, Liao CC (2008) Stereocontrolled synthesis of polyfunctionalized cis-decalins from 2-methoxyphenols: total syntheses of (±)-eremopetasidione,
(±)-3β- angeloyloxyfuranoeremophilane, and (±)-3β-methacryloyloxyfuranoeremophil
ane. J Org Chem 73:2554
327. Koike T, Takeuchi N, Ohta T, Tobinaga S (1999) Total synthesis of racemic ligularone and
isoligularone. Chem Pharm Bull 47:897
328. Kraus GA, Bae J, Kim J (2007) Phytochemicals from Echinacea and Hypericum: a direct
synthesis of isoligularone. Synth Commun 37:1251
329. Jenniskens LHD, de Groot A (1998) Enantioselective synthesis of (R)-(−)-ligularenolide
and the progesterone receptor ligand (R)-(−)-PF1092C starting from (S)-(+)-carvone.
Tetrahedron 54:5617
330. Handore KL, Seetharamsingh B, Reddy DS (2013) Ready access to functionally embellished
cis-hydrindanes and cis-decalins: protecting group-free total synthesis of (±)-nootkatone and
(±)-noreremophilane. J Org Chem 78:8149
331. Huffman JW, Pandian R (1979) Synthesis of (±)-cacalol. J Org Chem 44:1851
332. Tanikawa S, Ono M, Akita H (2005) The first synthesis of (S)-(+)-cacalol. Heterocycles 65:319
333. Reddy DS, Palani K, Balasubrahmanyam D, Kamath VB, Iqbal J (2005) The first synthesis of
a noreremophilane isolated from the roots of Ligularia przewalskii. Tetrahedron Lett 46:5211
334. Muthukumarasamy KM, Handore KL, Kakade DN, Shinde MV, Ranjan S, Kumar N,
Sehrawat S, Sachidanandan C, Reddy DS (2016) Identification of noreremophilane-based
inhibitors of angiogenesis using zebrafish assays. Org Biomol Chem 14:1569
335. Meng Z, Liu B (2018) Total synthesis of five natural eremophilane-type sesquiterpenoids.
Org Biomol Chem 16:957
336. Abe H, Fujimaki M, Nakagawa E, Kobayashi T, Ito H (2018) Enantioselective total synthesis
of sagittacin E and related natural products. Chem Commun 54:6165
337. Hartmann B, Deprés JP, Greené AE, Freire de Lima ME (1993) Stereoselective bakkane
synthesis: (±)-palmosalide C. Tetrahedron Lett 34:1487
338. Brocksom TJ, Coelho F, Deprés JP, Greene AE, Freire de Lima ME, Hamelin O, Hartmann
B, Kanazawa AM, Wang Y (2002) First comprehensive bakkane approach: Stereoselective
and efficient dichloroketene-based total synthesis of (±)- and (−)-9-acetoxyfukinanolide,
(±)-bakkenolide A, (−)-bakkenolide III, B, C, H, L, V, and X, (±)- and (−)-homogynolide A,
(±)-homojinolide B, and (±)-palmosalide C. J Am Chem Soc 124:15313
339. Back TG, Nava-Salgado VO, Payne JE (2001) Synthesis of (±)-bakkenolide-A and its
C-7, C-10, and C-7,10 epimers by means of an intramolecular Diels-Alder reaction. J Org
Chem 66:4361
340. Constantino MG, de Oliveira KT, Polo EC, da Silva GV, Brocksom TJ (2006) Core structure
of eremophilanes and bakkanes through niobium catalyzed Diels-Alder reaction: synthesis of
(±)-bakkenolide A. J Org Chem 71:9880
Chemical Constituents of Ligularia Species (Asteraceae) and Their Diversity…