Corrigendum to “Asymmetric synthesis of (-)-bissetone via a highly enantioselective hetero-Diels-Alder reaction” [Tetrahedron 69/39 (2013) 8463-8469] (S0040402013011411) (10.1016/j.tet.2013.07.048));Asymmetric synthesis of (-)-bissetone via a highly enantioselective hetero-Diels-Alder reaction

Tetrahedron

Volumn 69, Issue 39, 2013, Pages 8463-8469

  Majer, Jakub ^a   Jurczak, Janusz ^a,b   Kwiatkowski, Piotr ^a,b   Cotarca, Livius ^c   Caille, Jean Claude ^d  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

^b UNIVERSITY OF WARSAW   (Poland)

^c ZaCh Zambon Chemicals   (Italy)

^d Ozonora Consulting   (France)

Author keywords

Asymmetric synthesis; Bioactive natural products; Enantioselective catalysis; Hetero Diels Alder reaction; Tetrahydropyran 4 ones

Indexed keywords

2,2' DIHYDROXY 1,1' BINAPHTHYL; ANTIINFECTIVE AGENT; BISSETONE; GLYOXYLIC ACID; NATURAL PRODUCT; SILICON DIOXIDE; TITANIUM; TOLUENE; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; ASYMMETRIC SYNTHESIS; CATALYST; CYCLOADDITION; DESILYLATION; DIASTEREOISOMER; DIELS ALDER REACTION; DRUG SYNTHESIS; ENANTIOSELECTIVITY; EPIMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; PRIORITY JOURNAL; STEREOISOMERISM; X RAY ANALYSIS;

ALNUS;

EID: 84882273217     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2018.01.044     Document Type: Erratum

References (49)

1. J.H. Cardellina II, R.L. Hendrickson, K.P. Manfredi, S.A. Strobel, and J. Clardy Tetrahedron Lett. 28 1987 727 730
2. R. Fiskesund, K. Abeyama, K. Yoshinaga, J. Abe, Y. Yuan, and S. Yu Planta Med. 76 2010 1635 1641
3. M. Brehm, W.G. Dauben, P. Köhler, and F.W. Lichtenthaler Angew. Chem., Int. Ed. Engl. 26 1987 1271 1273
4. M. Brehm, V.H. Göckel, P. Jarglis, and F.W. Lichtenthaler Tetrahedron: Asymmetry 19 2008 358 373
5. H. Pellissier Tetrahedron 65 2009 2839 2877
6. K.A. Jørgensen Angew. Chem., Int. Ed. 39 2000 3558 3588
7. G.M. Rubottom, M.A. Vazquez, and D.R. Pellagrina Tetrahedron Lett. 15 1974 4319 4322
8. A. Hassner, R.H. Reuss, and H.W. Pinnick J. Org. Chem. 40 1975 3427 3429
9. A.G. Brook, and D.M. Macrae J. Organomet. Chem. 77 1974 C19 C21
10. E.R. Larson, and S. Danishefsky J. Am. Chem. Soc. 104 1982 6458 6460
11. S.J. Danishefsky, E. Larson, D. Askin, and N. Kato J. Am. Chem. Soc. 107 1985 1246 1255
12. N.J. Hrib Tetrahedron Lett. 28 1987 19 22
13. D.F. Taber, T.E. Christos, A.L. Rheingold, and I.A. Guzei J. Am. Chem. Soc. 121 1999 5589 5590
14. C.F. Thompson, T.F. Jamison, and E.N. Jacobsen J. Am. Chem. Soc. 122 2000 10482 10483
15. K.A. Ghosh, and J. Li Org. Lett. 11 2009 4164 4167
16. J. Smidt, W. Hafner, R. Jira, J. Sedlmeier, R. Sieber, R. Ruttinger, and H. Kojer Angew. Chem. 71 1959 176 182
17. W.H. Clement, and C.M. Selwitz J. Org. Chem. 29 1964 241 243
18. J. Tsuji, H. Nagashima, and H. Nemoto Org. Synth. 62 1984 9 13
19. Commercially available or obtained from chloroacetone and triethyl phosphite in the presence of stoichiometric amount of KI; 75% yield M. Kitamura, M. Tokunaga, and R. Noyori J. Am. Chem. Soc. 117 1995 2931 2932
20. M. Johannsen, and K.A. Jørgensen J. Org. Chem. 60 1995 5757 5762
21. A. Graven, M. Johannsen, and K.A. Jørgensen Chem. Commun. 1996 2373 2374
22. S. Oi, E. Terada, K. Ohuchi, T. Kato, Y. Tachibana, and Y. Inoue J. Org. Chem. 64 1999 8660 8667
23. P. Kwiatkowski, M. Asztemborska, J.-C. Caille, and J. Jurczak Adv. Synth. Catal. 345 2003 506 509
24. M. Terada, K. Mikami, and T. Nakai Tetrahedron Lett. 32 1991 935 938
25. K. Mikami, Y. Motoyama, and M. Terada J. Am. Chem. Soc. 116 1994 2812 2820
26. Y. Motoyama, M. Terada, and K. Mikami Synlett 1995 967 968
27. M. Christmann, U. Bhatt, M. Quitschalle, E. Claus, and M. Kalesse Angew. Chem., Int. Ed. 39 2000 4364 4366
28. M. Quitschalle, M. Christmann, U. Bhatt, and M. Kalesse Tetrahedron Lett. 42 2001 1263 1265
29. P. Kwiatkowski, M. Asztemborska, and J. Jurczak Synlett 2004 1755 1758
30. P. Kwiatkowski, M. Asztemborska, and J. Jurczak Tetrahedron: Asymmetry 15 2004 3189 3194
31. A. Berkessel, and N. Vogl Eur. J. Org. Chem. 2006 5029 5035
32. Y. Motoyama, and K. Mikami J. Chem. Soc., Chem. Commun. 1994 1563 1564
33. A.K. Ghosh, P. Mathivanan, J. Cappiello, and K. Krishnan Tetrahedron: Asymmetry 7 1996 2165 2168
34. S. Matsukawa, and K. Mikami Tetrahedron: Asymmetry 8 1997 815 816
35. C. Qian, and L. Wang Tetrahedron Lett. 41 2000 2203 2206
36. Y. Motoyama, Y. Koga, and H. Nishiyama Tetrahedron 57 2001 853 860
37. T. Tonoi, and K. Mikami Tetrahedron Lett. 46 2005 6355 6358
38. N. Momiyama, H. Tabuse, and M. Terada J. Am. Chem. Soc. 131 2009 12882 12883
39. L.-S. Li, Y. Wu, Y.-J. Hu, L.-J. Xia, and Y.-L. Wu Tetrahedron: Asymmetry 9 1998 2271 2277
40. Y.-J. Hu, X.-D. Huang, Z.-J. Yao, and Y.-L. Wu J. Org. Chem. 63 1998 2456 2461
41. K. Mikami, M. Terada, and T. Nakai J. Am. Chem. Soc. 111 1989 1940 1941
42. K. Mikami, M. Terada, and T. Nakai J. Am. Chem. Soc. 112 1990 3949 3954
43. G.E. Keck, K.H. Tarbet, and L.S. Geraci J. Am. Chem. Soc. 115 1993 8467 8468
44. G.E. Keck, D. Krishnamurthy, and M.C. Grier J. Org. Chem. 58 1993 6543-6544
45. G.E. Keck, X. Li, and D. Krishnamurthy J. Org. Chem. 60 1995 5998 5999
46. J. Majer, P. Kwiatkowski, and J. Jurczak Org. Lett. 13 2011 5944 5947
47. J. Majer, P. Kwiatkowski, and J. Jurczak Org. Lett. 11 2009 4636 4639
48. J. Majer, P. Kwiatkowski, and J. Jurczak Org. Lett. 10 2008 2955 2958
49. G.D.Y. Sogah, and D.J. Cram J. Am. Chem. Soc. 101 1979 3035 3042