Asymmetric total synthesis of ( R )-α-cuparenone, ( S )-cuparene and formal synthesis of ( R )-β-cuparenone through Meinwald rearrangement and ring closing metathesis (RCM) reaction

[1]  H. Sugiyama,et al.  Preparation of chemically modified RNA origami nanostructures. , 2014, Chemistry.

[2]  W. Bailey,et al.  Asymmetric intramolecular carbolithiation of achiral substrates: synthesis of enantioenriched (R)-(+)-cuparene and (R)-(+)-herbertene. , 2014, The Journal of organic chemistry.

[3]  K. Endo,et al.  Highly chemo-, enantio-, and regioselective synthesis of α,α-disubstituted furanones by Cu-catalyzed conjugate addition. , 2014, Chemistry.

[4]  S. P. Chavan,et al.  A chiral pool based approach to antipodes of α-cuparenone , 2012 .

[5]  M. Inai,et al.  Construction of an asymmetric quaternary carbon via an asymmetric aza-Claisen rearrangement and its application in the total synthesis of (+)-α-cuparenone , 2012 .

[6]  M. Lutz,et al.  Palladium-Catalyzed Asymmetric Quaternary Stereocenter Formation , 2012, Synfacts.

[7]  Y. Tu,et al.  Semipinacol rearrangement in natural product synthesis. , 2011, Chemical reviews.

[8]  J. Morken,et al.  Enantioselective construction of all-carbon quaternary centers by branch-selective Pd-catalyzed allyl-allyl cross-coupling. , 2011, Journal of the American Chemical Society.

[9]  Yu Du,et al.  Total synthesis of (-)-ardeemin. , 2009, The Journal of organic chemistry.

[10]  M. Garcia‐Garibay,et al.  Parallel Syntheses of (+)- and (−)-α-Cuparenone by Radical Combination in Crystalline Solids† , 2007 .

[11]  G. Freixas,et al.  Intramolecular cyclopropanation of unsaturated terminal epoxides and chlorohydrins. , 2007, Journal of the American Chemical Society.

[12]  P. Huang,et al.  Dichloromethane activation. Direct methylenation of ketones and aldehydes with CH2Cl2 promoted by Mg/TiCl4/THF. , 2004, Organic letters.

[13]  C. Beaulieu,et al.  p-Menthane-3-carboxaldehyde: a useful chiral auxiliary for the synthesis of chiral quaternary carbons of high enantiomeric purity. , 2004, Journal of the American Chemical Society.

[14]  S. Acherar,et al.  Enantioselective synthesis of natural (−)-tochuinyl acetate, (−)-dihydrotochuinyl acetate and (+)-β-cuparenone using both enantiomers of the same building block , 2004 .

[15]  M. Drew,et al.  Convenient route to enantiopure aryl cyclopentanes via Diels–Alder reaction of asymmetric dienes. Total synthesis of (+)-herbertene and (+)-cuparene , 2003 .

[16]  R. Grainger,et al.  Photomediated asymmetric synthesis of (-)-cuparene. , 2003, Chemical communications.

[17]  Yasuhiro Takahashi,et al.  A novel method for the asymmetric synthesis of 4,4-disubstituted 2-cyclopentenones from optically active 1-chlorovinyl p-tolyl sulfoxides and its application to the asymmetric total synthesis of (+)-α-cuparenone , 2003 .

[18]  N. Yamamoto,et al.  Practical synthesis of chiral emopamil left hand as a bioactive motif. , 2002, The Journal of organic chemistry.

[19]  E. Mash,et al.  Synthesis of (S)-(-)-β-cuparenone and (S)-(-)-cuparene , 2000 .

[20]  T. Taniguchi,et al.  An enantiodivergent route to α-cuparenone utilizing chiral cyclopentenol having a latent meso structure , 2000 .

[21]  C. Fuganti,et al.  CUPARENE SESQUITERPENES: SYNTHESIS OF (+)-3-HYDROXYCUPARENE AND (+)-CUPARENE , 1999 .

[22]  T. Bando,et al.  Lipase-mediated asymmetric acetylation of prochiral diols directed towards total syntheses of biologically active molecules , 1998 .

[23]  A. Greene,et al.  Asymmetric Approach to (+)-β-Cuparenone by Intramolecular Pauson−Khand Reaction , 1996 .

[24]  A. L. Garcia,et al.  Enantioselective Synthesis of Cuparane Sesquiterpenes. Synthesis of (−)-Cuparene and (−)-δ-Cuparenol , 1996 .

[25]  J. Ziller,et al.  Synthesis and Applications of RuCl2(CHR‘)(PR3)2: The Influence of the Alkylidene Moiety on Metathesis Activity , 1996 .

[26]  Joseph W. Ziller,et al.  A Series of Well‐Defined Metathesis Catalysts–Synthesis of [RuCl2(CHR′)(PR3)2] and Its Reactions , 1995 .

[27]  J. Salaün,et al.  Asymmetric construction of quaternary carbons from chiral malonates: selective and versatile total syntheses of the enantiomers of .alpha.- and .beta.-cuparenones from a common optically active precursor. , 1992 .

[28]  H. Nemoto,et al.  A concise and enantioselective approach to cyclobutanones by tandem asymmetric epoxidation and enantiospecific ring expansion of cyclopropylidene alcohols. An enantiocontrolled synthesis of (+)-and (-)-α-cuparenones , 1992 .

[29]  R. Gharbi,et al.  Direct Synthesis of α,β-Unsaturated Nitriles in Solid/Liquid Heterogeneous Medium , 1991 .

[30]  A. Greene,et al.  Enantioselective ring construction through asymmetric olefin-ketene cycloaddition. A highly enantiocontrolled approach to (-)-.alpha.-cuparenone and (+)-.beta.-cuparenone , 1987 .

[31]  B. Lefker,et al.  Chiral bicyclic lactams for asymmetric synthesis of quaternary carbons. The total synthesis of (-)-.alpha.-cuparenone , 1986 .

[32]  T. Honda,et al.  Synthetic Approach to (-)-Cuparenone by Rhodium-Catalyzed Cyclization , 1985 .

[33]  G. Posner,et al.  Enantiocontrolled synthesis of quaternary carbon centers. 3,3-disubstituted cyclopentanones. (+)-α-cuparenone , 1984 .

[34]  D. Dess,et al.  Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones , 1983 .

[35]  J. Meinwald,et al.  Peracid Reactions. III.1 The Oxidation of Bicyclo [2.2.1]heptadiene2 , 1963 .

[36]  Huang-minlon,et al.  A Simple Modification of the Wolff-Kishner Reduction , 1946 .

[37]  K. Inomata,et al.  Enantioconvergent route to α-cuparenone from dicyclopentadiene , 1989 .

[38]  K. Takenouchi,et al.  Construction of chiral quarternary carbon centers using 3-substituted-5-trimethylsilyl-2-cyclohexenones: Synthesis of (+)−∝-cuparenone , 1988 .

[39]  W. Childers,et al.  Oxidation of α,β-un saturated aldehydes , 1981 .

[40]  V. Benešová (R)-(-)-α-Cuparenone from Mannia fragrans (BALBIS) FRYE et CLARK , 1976 .

[41]  S. Dev,et al.  Ketones from “mayur pankhi” : some new cuparene-based sesquiterpenoids , 1964 .

[42]  E. Diczfalusy,et al.  The Chemistry of Natural Order Cupressales. XX. Heartwood Constituents of the Genus Widdringtonia. , 1958 .

[43]  C. Enzell,et al.  The chemistry of the natural order cupressales—XXI : Cuparene and cuparenic acid, two sesquiterpenic compounds with a new carbon skeleton , 1958 .