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Volumn 11, Issue 15, 2013, Pages 2482-2492

Asymmetric synthesis of cyclo-archaeol and β-glucosyl cyclo-archaeol

(8) Ferrer, Catalina a Fodran, Peter a Barroso, Santiago a Gibson, Robert b Hopmans, Ellen C b Damsté, Jaap Sinninghe b Schouten, Stefan b Minnaard, Adriaan J a

a UNIVERSITY OF GRONINGEN (Netherlands)

b ROYAL NETHERLANDS INSTITUTE FOR SEA RESEARCH (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC CONJUGATE ADDITION; ASYMMETRIC SYNTHESIS; DEEP-SEA HYDROTHERMAL VENTS; EPOXIDE RING OPENING;

CHEMISTRY; POSITIVE IONS;

HOT SPRINGS;

GLYCEROPHOSPHOLIPID;

ARCHAEON; ARTICLE; CATALYSIS; CHEMISTRY; SYNTHESIS;

ARCHAEA; CATALYSIS; CHEMISTRY TECHNIQUES, SYNTHETIC; GLYCEROPHOSPHOLIPIDS;

EID: 84877146787 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/c3ob27277j Document Type: Article

Times cited : (14)

References (54)

1
- 84890624644
- ed.,. See also
- Archaea: Evolution, Physiology, and Molecular Biology, ed., R. A. Garrett, 2007. See also
- (2007) Archaea: Evolution, Physiology, and Molecular Biology
- Garrett, R.A.¹

2
- 84877157893
- PhD thesis, University of Utrecht, ISBN: 978-90-5744-198-1 For an excellent review, see
- A. M. Pitcher, Intact polar lipids of ammonia-oxidizing Archaea; structural diversity and application in molecular ecology. PhD thesis, University of Utrecht, 2011, ISBN: 978-90-5744-198-1
- (2011) Intact Polar Lipids of Ammonia-oxidizing Archaea; Structural Diversity and Application in Molecular Ecology
- Pitcher, A.M.¹

3
- 77049091077
- P. L.-G. Chong Chem. Phys. Lipids 2010 163 253
- (2010) Chem. Phys. Lipids , vol.163 , pp. 253
- Chong, P.L.-G.¹

4
- 0024747830
- G. Ferrante J.-R. Brisson G. B. Patel I. Ekiel G. D. Sprott J. Lipid Res. 1989 30 1601
- (1989) J. Lipid Res. , vol.30 , pp. 1601
- Ferrante, G.¹ Brisson, J.-R.² Patel, G.B.³ Ekiel, I.⁴ Sprott, G.D.⁵

5
- 0001263189
- P. B. Comita R. B. Gagosian Science 1983 222 1329
- (1983) Science , vol.222 , pp. 1329
- Comita, P.B.¹ Gagosian, R.B.²

6
- 0021746977
- P. B. Comita R. B. Gagosian H. Pang C. E. Costello J. Biol. Chem. 1984 259 15234
- (1984) J. Biol. Chem. , vol.259 , pp. 15234
- Comita, P.B.¹ Gagosian, R.B.² Pang, H.³ Costello, C.E.⁴

7
- 84887026050
- M. Blumenberg R. Seifert S. Petersen W. Michealis Geobiology 2007 5 1
- (2007) Geobiology , vol.5 , pp. 1
- Blumenberg, M.¹ Seifert, R.² Petersen, S.³ Michealis, W.⁴

8
- 33744492060
- Interestingly, in some cold seeps cyclo-archaeol containing one or two cyclopentane rings, but not 2, has been detected, see
- R. D. Pancost S. Pressley J. M. Coleman H. M. Talbot S. P. Kelly P. Farrimond S. Schouten L. Benning B. W. Mountain Geobiology 2006 4 71
- (2006) Geobiology , vol.4 , pp. 71
- Pancost, R.D.¹ Pressley, S.² Coleman, J.M.³ Talbot, H.M.⁴ Kelly, S.P.⁵ Farrimond, P.⁶ Schouten, S.⁷ Benning, L.⁸ Mountain, B.W.⁹

9
- 21044441938
- A. Stadnitskaia M. Baas M. K. Ivanov T. C. E. van Weering E. Poludetkina J. S. Sinninghe Damsté Mar. Geol. 2005 217 67
- (2005) Mar. Geol. , vol.217 , pp. 67
- Stadnitskaia, A.¹ Baas, M.² Ivanov, M.K.³ Van Weering, T.C.E.⁴ Poludetkina, E.⁵ Sinninghe Damsté, J.S.⁶

10
- 0032142866
- J. L. C. M. van de Vossenberg A. J. M. Driessen W. N. Konings Extremophiles 1998 2 163
- (1998) Extremophiles , vol.2 , pp. 163
- Van De Vossenberg, J.L.C.M.¹ Driessen, A.J.M.² Konings, W.N.³

11
- 0034021526
- R. M. Daniel Cell Mol. Life Sci. 2000 57 250
- (2000) Cell Mol. Life Sci. , vol.57 , pp. 250
- Daniel, R.M.¹

12
- 53849091013
- T. Benvegnu L. Lemiègre S. Cammas-Marion Eur. J. Org. Chem. 2008 4725
- (2008) Eur. J. Org. Chem. , pp. 4725
- Benvegnu, T.¹ Lemiègre, L.² Cammas-Marion, S.³

13
- 1842533021
- H. F. Sturt R. E. Summons K. Smith M. Elvert K. U. Hinrichs Rapid Commun. Mass Spectrom. 2004 18 617
- (2004) Rapid Commun. Mass Spectrom. , vol.18 , pp. 617
- Sturt, H.F.¹ Summons, R.E.² Smith, K.³ Elvert, M.⁴ Hinrichs, K.U.⁵

14
- 38049087631
- S. Schouten M. Baas E. C. Hopmans A. L. Reysenbach J. S. Sinninghe Damsté Extremophiles 2008 12 119
- (2008) Extremophiles , vol.12 , pp. 119
- Schouten, S.¹ Baas, M.² Hopmans, E.C.³ Reysenbach, A.L.⁴ Sinninghe Damsté, J.S.⁵

15
- 0022270729
- C. H. Heathcock B. L. Finkelstein T. Aoki C. D. Poulter Science 1985 229 862
- (1985) Science , vol.229 , pp. 862
- Heathcock, C.H.¹ Finkelstein, B.L.² Aoki, T.³ Poulter, C.D.⁴

16
- 33845280138
- C. H. Heathcock B. L. Finkelstein E. T. Jarvi P. A. Radel C. R. Hadley J. Org. Chem. 1988 53 1922
- (1988) J. Org. Chem. , vol.53 , pp. 1922
- Heathcock, C.H.¹ Finkelstein, B.L.² Jarvi, E.T.³ Radel, P.A.⁴ Hadley, C.R.⁵

17
- 0038681993
- E. Montenegro B. Gabler G. Paradies M. Seemann G. Helmchen Angew. Chem., Int. Ed. 2003 42 2419
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 2419
- Montenegro, E.¹ Gabler, B.² Paradies, G.³ Seemann, M.⁴ Helmchen, G.⁵

18
- 37049079694
- T. Eguchi T. Terachi K. Kakinuma J. Chem. Soc., Chem. Commun. 1994 137
- (1994) J. Chem. Soc., Chem. Commun. , pp. 137
- Eguchi, T.¹ Terachi, T.² Kakinuma, K.³

19
- 0034681570
- O. Dannenmuller K. Arakawa T. Eguchi K. Kakinuma S. Blanc A.-M. Albrecht M. Schmutz Y. Nakatani G. Ourisson Chem.-Eur. J. 2000 6 645 654
- (2000) Chem.-Eur. J. , vol.6 , pp. 645-654
- Dannenmuller, O.¹ Arakawa, K.² Eguchi, T.³ Kakinuma, K.⁴ Blanc, S.⁵ Albrecht, A.-M.⁶ Schmutz, M.⁷ Nakatani, Y.⁸ Ourisson, G.⁹

20
- 0024991783
- 13C-NMR spectrum, but reports unfortunately no numerical values
- G. Ferrante J. C. Richards G. D. Sprott Biochem. Cell Biol. 1990 68 274
- (1990) Biochem. Cell Biol. , vol.68 , pp. 274
- Ferrante, G.¹ Richards, J.C.² Sprott, G.D.³

21
- 0030920075
- Note the correction, p 8080 Ref. 8, and
- T. Eguchi K. Arakawa T. Terachi K. Kakinuma J. Org. Chem. 1997 62 1924
- (1997) J. Org. Chem. , vol.62 , pp. 1924
- Eguchi, T.¹ Arakawa, K.² Terachi, T.³ Kakinuma, K.⁴

22
- 84870940781
- R. A. Gibson M. T. J. van der Meer E. C. Hopmans A. L. Reysenbach S. Schouten J. S. Sinninghe Damsté Geobiology 2013 11 72
- (2013) Geobiology , vol.11 , pp. 72
- Gibson, R.A.¹ Van Der Meer, M.T.J.² Hopmans, E.C.³ Reysenbach, A.L.⁴ Schouten, S.⁵ Sinninghe Damsté, J.S.⁶

23
- 16444368600
- R. P. van Summeren S. J. W. Reijmer B. L. Feringa A. J. Minnaard Chem. Commun. 2005 1387
- (2005) Chem. Commun. , pp. 1387
- Van Summeren, R.P.¹ Reijmer, S.J.W.² Feringa, B.L.³ Minnaard, A.J.⁴

24
- 60149111405
- J. Naito S. Kuwahara M. Watanabe J. Decatur P. H. Bos R. P. Van Summeren B. Ter Horst B. L. Feringa A. J. Minnaard N. Harada Chirality 2008 20 1053
- (2008) Chirality , vol.20 , pp. 1053
- Naito, J.¹ Kuwahara, S.² Watanabe, M.³ Decatur, J.⁴ Bos, P.H.⁵ Van Summeren, R.P.⁶ Ter Horst, B.⁷ Feringa, B.L.⁸ Minnaard, A.J.⁹ Harada, N.¹⁰

25
- 26844568935
- P. R. Blakemore W. J. Cole P. J. Kocienski A. Morley Synlett 1998 26
- (1998) Synlett , pp. 26
- Blakemore, P.R.¹ Cole, W.J.² Kocienski, P.J.³ Morley, A.⁴

26
- 29344444314
- T. Nakai A. Yajima K. Akasaka T. Kaihoku M. Ohtaki T. Nukada H. Ohrui G. Yabuta Biosci. Biotechnol., Biochem. 2005 69 2401
- (2005) Biosci. Biotechnol., Biochem. , vol.69 , pp. 2401
- Nakai, T.¹ Yajima, A.² Akasaka, K.³ Kaihoku, T.⁴ Ohtaki, M.⁵ Nukada, T.⁶ Ohrui, H.⁷ Yabuta, G.⁸

27
- 17444363755
- B. D. Schwartz P. Y. Hayes W. Kitching J. J. De Voss J. Org. Chem. 2005 70 3054
- (2005) J. Org. Chem. , vol.70 , pp. 3054
- Schwartz, B.D.¹ Hayes, P.Y.² Kitching, W.³ De Voss, J.J.⁴

28
- 0026762864
- H. Rakoff W. K. Rohwedder Lipids 1992 27 567
- (1992) Lipids , vol.27 , pp. 567
- Rakoff, H.¹ Rohwedder, W.K.²

29
- 4544249267
- K. Mori T. Ohtaki H. Ohrui D. R. Berkebile D. A. Carlson Eur. J. Org. Chem. 2004 1089
- (2004) Eur. J. Org. Chem. , pp. 1089
- Mori, K.¹ Ohtaki, T.² Ohrui, H.³ Berkebile, D.R.⁴ Carlson, D.A.⁵

30
- 27744539009
- S. Dandapani M. Jeske D. P. Curran J. Org. Chem. 2005 70 9447
- (2005) J. Org. Chem. , vol.70 , pp. 9447
- Dandapani, S.¹ Jeske, M.² Curran, D.P.³

31
- 40949106072
- A. Yajima Y. Qin X. Zhou N. Kawanishi X. Xiao J. Wang D. Zhang Y. Wu T. Nukada G. Yabuta J. Qi T. Asano Y. Sakagami Nat.e Chem. Biol. 2008 4 235
- (2008) Nat.E Chem. Biol. , vol.4 , pp. 235
- Yajima, A.¹ Qin, Y.² Zhou, X.³ Kawanishi, N.⁴ Xiao, X.⁵ Wang, J.⁶ Zhang, D.⁷ Wu, Y.⁸ Nukada, T.⁹ Yabuta, G.¹⁰ Qi, J.¹¹ Asano, T.¹² Sakagami, Y.¹³

32
- 57449101056
- C. Smit M. W. Fraaije A. J. Minnaard J. Org. Chem. 2008 73 9482
- (2008) J. Org. Chem. , vol.73 , pp. 9482
- Smit, C.¹ Fraaije, M.W.² Minnaard, A.J.³

33
- 79953679901
- J. F. Teichert T. den Hartog M. Hanstein C. Smit B. ter Horst V. Hernandez-Olmos B. L. Feringa A. J. Minnaard ACS Catal. 2011 1 309
- (2011) ACS Catal. , vol.1 , pp. 309
- Teichert, J.F.¹ Den Hartog, T.² Hanstein, M.³ Smit, C.⁴ Ter Horst, B.⁵ Hernandez-Olmos, V.⁶ Feringa, B.L.⁷ Minnaard, A.J.⁸

34
- 79951677548
- C. D. Magnusson A. V. Gudmundsdottir G. G. Haraldsson Tetrahedron 2011 67 1821
- (2011) Tetrahedron , vol.67 , pp. 1821
- Magnusson, C.D.¹ Gudmundsdottir, A.V.² Haraldsson, G.G.³

35
- 0031024261
- E. N. Jacobsen F. Kakiuchi R. G. Konsler J. F. Larrow M. Tokunaga Tetrahedron Lett. 1997 38 773
- (1997) Tetrahedron Lett. , vol.38 , pp. 773
- Jacobsen, E.N.¹ Kakiuchi, F.² Konsler, R.G.³ Larrow, J.F.⁴ Tokunaga, M.⁵

36
- 0033549570
- M. H. Wu K. B. Hansen E. N. Jacobsen Angew. Chem., Int. Ed. 1999 38 2012
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 2012
- Wu, M.H.¹ Hansen, K.B.² Jacobsen, E.N.³

37
- 0030860279
- M. Tokunaga J. F. Larrow F. Kakiuchi E. N. Jacobsen Science 1997 277 936
- (1997) Science , vol.277 , pp. 936
- Tokunaga, M.¹ Larrow, J.F.² Kakiuchi, F.³ Jacobsen, E.N.⁴

38
- 0037138704
- S. E. Schaus B. D. Brandes J. F. Larrow M. Tokunaga K. B. Hansen A. E. Gould M. E. Furrow E. N. Jacobsen J. Am. Chem. Soc. 2002 124 1307
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 1307
- Schaus, S.E.¹ Brandes, B.D.² Larrow, J.F.³ Tokunaga, M.⁴ Hansen, K.B.⁵ Gould, A.E.⁶ Furrow, M.E.⁷ Jacobsen, E.N.⁸

39
- 0033618105
- J. M. Ready E. N. Jacobsen J. Am. Chem. Soc. 1999 121 6086
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 6086
- Ready, J.M.¹ Jacobsen, E.N.²

40
- 0034833453
- J. M. Ready E. N. Jacobsen J. Am. Chem. Soc. 2001 123 2687
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 2687
- Ready, J.M.¹ Jacobsen, E.N.²

41
- 0037091011
- Recently, the use of Co-porphyrin catalysts has been described in the regioselective ring-opening of epoxides with alcohols and phenols
- J. M. Ready E. N. Jacobsen Angew. Chem., Int. Ed. 2002 41 1374
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1374
- Ready, J.M.¹ Jacobsen, E.N.²

42
- 79955920741
- K. Venkatasubbaiah X. Zhu E. Kays K. I. Hardcastle C. W. Jones ACS Catal. 2011 1 489
- (2011) ACS Catal. , vol.1 , pp. 489
- Venkatasubbaiah, K.¹ Zhu, X.² Kays, E.³ Hardcastle, K.I.⁴ Jones, C.W.⁵

43
- 1042265088
- L. P. C. Nielsen C. P. Stevenson D. G. Blackmond E. N. Jacobsen J. Am. Chem. Soc. 2004 126 1360
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 1360
- Nielsen, L.P.C.¹ Stevenson, C.P.² Blackmond, D.G.³ Jacobsen, E.N.⁴

44
- 70349857647
- A. R. Ellwood M. J. Porter J. Org. Chem. 2009 74 7982
- (2009) J. Org. Chem. , vol.74 , pp. 7982
- Ellwood, A.R.¹ Porter, M.J.²

45
- 0001311256
- K. Arakawa T. Eguchi K. Kakinuma J. Org. Chem. 1998 63 4741
- (1998) J. Org. Chem. , vol.63 , pp. 4741
- Arakawa, K.¹ Eguchi, T.² Kakinuma, K.³

46
- 0000086337
- T. Eguchi K. Ibaragi K. Kakinuma J. Org. Chem. 1998 63 2689
- (1998) J. Org. Chem. , vol.63 , pp. 2689
- Eguchi, T.¹ Ibaragi, K.² Kakinuma, K.³

47
- 58149460704
- C. Konn J. L. Charlou J. P. Donval N. G. Holm F. Dehairs S. Bouillon Chem. Geol. 2009 258 299
- (2009) Chem. Geol. , vol.258 , pp. 299
- Konn, C.¹ Charlou, J.L.² Donval, J.P.³ Holm, N.G.⁴ Dehairs, F.⁵ Bouillon, S.⁶

48
- 72649091322
- D. M. Whitfield S. H. Yu C. J. Dicaire C. D. Sprott Carbohydr. Res. 2010 345 214
- (2010) Carbohydr. Res. , vol.345 , pp. 214
- Whitfield, D.M.¹ Yu, S.H.² Dicaire, C.J.³ Sprott, C.D.⁴

49
- 0035087682
- K. Arakawa T. Eguchi K. Kakinuma Bull. Chem. Soc. Jpn. 2001 74 347
- (2001) Bull. Chem. Soc. Jpn. , vol.74 , pp. 347
- Arakawa, K.¹ Eguchi, T.² Kakinuma, K.³

50
- 33644780039
- A. Presser O. Kunert I. Pötschger Monatsh. Chem. 2006 137 365
- (2006) Monatsh. Chem. , vol.137 , pp. 365
- Presser, A.¹ Kunert, O.² Pötschger, I.³

51
- 84981422033
- H. Kunz A. Harreus Liebigs Ann. Chem. 1982 41
- (1982) Liebigs Ann. Chem. , pp. 41
- Kunz, H.¹ Harreus, A.²

52
- 0002374881
- S. Hanessian J. Banoub Carbohydr. Res. 1977 53 C13
- (1977) Carbohydr. Res. , vol.53 , pp. 13
- Hanessian, S.¹ Banoub, J.²

53
- 0037070535
- K. C. Nicolaou T. Montagnon P. S. Baran Y. Zhong J. Am. Chem. Soc. 2002 124 2245
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 2245
- Nicolaou, K.C.¹ Montagnon, T.² Baran, P.S.³ Zhong, Y.⁴

54
- 33646049727
- R. P. van Summeren D. B. Moody B. L. Feringa A. J. Minnaard J. Am. Chem. Soc. 2006 128 4546
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 4546
- Van Summeren, R.P.¹ Moody, D.B.² Feringa, B.L.³ Minnaard, A.J.⁴

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