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Volumn 1986, Issue 4, 1986, Pages 687-716

Enzym‐katalysierte asymmetrische Synthese, IV. Synthese homochiraler Bausteine für die enantioselektive Totalsynthese von Cyclopentanoiden mit Esterase‐katalysierter asymmetrischer Schlüsselreaktion

(5) Gais, Hans‐Joachim a Lukas, Karl L a Ball, Walter A a Braun, Siegmar a Lindner, Hans J a

a DARMSTADT UNIVERSITY OF TECHNOLOGY (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0012980002 PISSN: 01702041 EISSN: 10990690 Source Type: Journal
DOI: 10.1002/jlac.198619860410 Document Type: Article

Times cited : (52)

References (116)

1
- 84985208276
- 16.

2
- 84985295894
- 15 enthalten. Diese Arbeit wurde u.a. auf der Chemiedozententagung in Tübingen, März 1981, und im Kolloquium des GDCh‐Ortsverbands Wuppertal, November 1981, vorgetragen.

3
- 0000513405
- Efficient, stereocontrolled total syntheses of racemic and natural brefeldin-A
- (1982) Journal of the American Chemical Society , vol.104 , pp. 5473
- LeDrian, C.¹ Greene, A.E.²

4
- 84985242336
- J. Chem. Soc., Perkin Trans. 1 , vol.1982 , pp. 2387
- Gorst‐Allmann, C.P.¹ Steyn, P.S.² Rabie, C.J.³

5
- 33747556319
- (1983) Angew. Chem. , vol.95 , pp. 782
- Vane, J.R.¹

6
- 84985569486
- (1983) Angew. Chem., Int. Ed. Engl. , vol.22 , pp. 741

7
- 1642412861
- (1982) Angew. Chem. , vol.94 , pp. 767
- Bartmann, W.¹ Beck, G.²

8
- 0020330793
- (1982) Angew. Chem., Int. Ed. Engl. , vol.21 , pp. 751

9
- 84985277223
- Schering AG, (Erf.), D.O.S. 3,121,155, 9. Dez.
- (1982)
- Skuballa, W.¹ Raduechel, B.² Vorbrueggen, H.³ Casals‐Stenzel, J.⁴ Schillinger, E.⁵ Mannesmann, G.⁶ Nieuweboer, B.⁷

10
- 84985278388
- (1983) Chem. Abstr. , vol.98 , pp. 179076

11
- 0002437238
- (1983) Angew. Chem. , vol.95 , pp. 865
- Bergström, S.¹

12
- 84985527638
- (1983) Angew. Chem., Int. Ed. Engl. , vol.22 , pp. 858

13
- 0018784154
- (9a)
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 7020
- Danishefsky, S.¹ Hirama, M.² Gombatz, K.³ Harayama, T.⁴ Berman, E.⁵ Schuda, P.F.⁶

14
- 0018868876
- (9b)
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 889
- Parsons, W.H.¹ Schlessinger, R.H.² Quesada, M.L.³

15
- 0020371713
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 6646
- Paquette, L.A.¹ Annis, G.D.² Schostarez, H.³

16
- 0020605915
- (11a)
- (1983) Tetrahedron Lett. , vol.24 , pp. 3851
- Ohtsuka, T.¹ Shirahama, H.² Matsumoto, T.³

17
- 0021755817
- (11b)
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 5295
- Cane, D.E.¹ Thomas, P.J.²

18
- 84985185626
- Tetrahedron Lett. , vol.1978 , pp. 923
- Seto, H.¹ Sasaki, T.² Yonehara, H.³ Uzawa, I.⁴

19
- 84985149751
- Tetrahedron Lett. , vol.1978 , pp. 4411
- Seto, H.¹ Sasaki, T.² Uzawa, I.³ Takeuchi, S.⁴ Yonehara, H.⁵

20
- 84918373000
- Technische Hochschule, Darmstadt
- (1981) Habilitationsschrift
- Gais, H.‐J.¹

21
- 2442457935
- Enantioselektive und enantiokonvergente Synthese von Bausteinen zur Totalsynthese cyclopentanoider Naturstoffe
- (1984) Angewandte Chemie , vol.96 , pp. 140
- Gais, H.‐J.¹ Lukas, K.L.²

22
- 84985534678
- (1984) Angew. Chem., Int. Ed. Engl. , vol.23 , pp. 142

23
- 84985242302
- H.‐J. Gais, Enantioselective synthesis of biologically active cyclopentanoids via enzyme catalysed asymmetric reactions in Enzymes as Catalysts in Organic Synthesis (NATO Advanced Research Workshop, Schloß Reisenburg 1985), Reidel Publ. Comp., Dordrecht 1985.

24
- 0021150358
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 5304
- Bartlett, P.A.¹ Meadows, J.D.² Ottow, E.³

25
- 84985619546
- Doppelte Stereodifferenzierung und eine neue Strategie zur Stereokontrolle in der Organischen Synthese
- (1985) Angewandte Chemie , vol.97 , pp. 1
- Masamune, S.¹ Choy, W.² Petersen, J.S.³ Sita, L.R.⁴

26
- 84985530075
- (1985) Angew. Chem., Int. Ed. Engl. , vol.24 , pp. 1

27
- 0014053765
- Beispiele für Enantiotopos‐Differenzierung mit ganzen Zellen: (19a)
- (1967) Liebigs Ann. Chem. , vol.101 , pp. 198
- Kosmol, H.¹ Kieslich, K.² Vössing, R.³ Koch, H.‐J.⁴ Petzold, K.⁵ Gibian, H.⁶

28
- 84982338312
- Darstellung von optisch aktiven Dicarbonsäuremonoestern durch mikrobiologische Partialverseifung symmetrischer Dicarbonsäureester
- (19b)
- (1968) Justus Liebigs Annalen der Chemie , vol.711 , pp. 38
- Kosmol, H.¹ Kieslich, K.² Gibian, H.³

29
- 0015032644
- (19c)
- (1971) Biotechnol. Bioeng. , vol.13 , pp. 203
- Goodhue, C.T.¹ Schaeffer, I.R.²

30
- 0009492604
- (19d)
- (1976) Tetrahedron , vol.32 , pp. 1893
- Miura, S.¹ Kurozumi, S.² Toru, T.³ Tanaka, T.⁴ Kobayashi, M.⁵ Matsubora, S.⁶ Ishimoto, S.⁷

31
- 84985296056
- (19e)
- Chem. Lett. , vol.1979 , pp. 1379
- Otha, H.¹ Tetsukawa, H.²

32
- 0001067236
- (19f)
- (1982) Tetrahedron Lett. , vol.23 , pp. 4187
- Brooks, D.W.¹ Grothaus, P.G.² Palmer, J.T.³

33
- 0021198625
- (19g)
- (1984) Tetrahedron Lett. , vol.25 , pp. 5235
- Gopalan, A.S.¹ Sih, C.J.²

34
- 0013595093
- Beispiele für Enantiotopos‐Differenzierung mit Zell‐freien Enzymen: (20a), Ciba Foundation Symposium 111, Pitman, London
- (1985) Enzymes in Organic Synthesis , pp. 3
- Jones, J.B.¹

35
- 33646345763
- (20b)
- (1964) J. Am. Chem. Soc. , vol.86 , pp. 4999
- Cohen, S.G.¹ Crossley, J.²

36
- 33845470686
- (20c)
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 7250
- Ladner, W.E.¹ Whitesides, G.M.²

37
- 84918433848
- Academic Press, New York
- (1979) Enzyme Nomenclature

38
- 84985207354
- (22a), G. Fischer Verlag, Stuttgart
- (1982) Enzyme
- Pfaender, P.¹

39
- 84985293487
- (22b), SIGMA Chemie GmbH, München
- (1985) Biochemical and Organic Compounds

40
- 84985295480
- (22c), Böhringer Mannheim GmbH
- (1985) Biochemica Katalog

41
- 0003418642
- (23a), Edit., J. B. Jones, C. J. Sih, D. Perlman, Tech. Chem., NY
- (1976) Application of Biochemical Systems in Organic Chemistry , vol.10 , pp. 107
- Jones, J.B.¹ Beck, J.F.²

42
- 0013633447
- Enzyme in der organischen Synthese
- (23b)
- (1985) Angewandte Chemie , vol.97 , pp. 617
- Whitesides, G.M.¹ Wong, C.‐H.²

43
- 0022110867
- (1985) Angew. Chem., Int. Ed. Engl. , vol.24 , pp. 617

44
- 0017166973
- Synthetic studies on (2R,4'R,8'R)-.alpha.-tocopherol. Facile syntheses of optically active, saturated, acyclic isoprenoids via stereospecific [3,3] sigmatropic rearrangements
- (24a)
- (1976) The Journal of Organic Chemistry , vol.41 , pp. 3497
- Chen, K.‐K.¹ Cohen, N.² DeNoble, J.P.³ Specian, A.C.⁴ Saucy, G.⁵

45
- 37049096109
- (24b)
- J. Chem. Soc., Chem. Commun. , vol.1978 , pp. 436
- Trost, B.M.¹ Timko, J.M.² Stanton, J.L.³

46
- 0001560183
- (24c)
- (1980) Tetrahedron , vol.36 , pp. 3161
- Nara, M.¹ Tarashima, S.² Yamada, S.³

47
- 0014631867
- (1969) Arch. Biochem. Biophys. , vol.135 , pp. 259
- Levy, M.¹ Ocken, P.R.²

48
- 0016847018
- (1975) J. Am. Chem. Soc. , vol.97 , pp. 4144
- Huang, F.‐C.¹ Lee² Mittai, R.S.D.³ Ravikumar, P.R.⁴ Chan, J.A.⁵ Sih, C.J.⁶ Caspi, E.⁷ Eck, C.R.⁸

49
- 18144415603
- Über eine neue Synthese des Cyclooctatriens-(1.3.5)
- (1954) Chemische Berichte , vol.87 , pp. 1492
- Alder, K.¹ Dortmann, H.A.²

50
- 84985296025
- Large‐scale synthesis of enantiomerically pure (1S,2R)‐4‐cyclohexene‐1,2‐dicarboxylic acid monomethyl ester via PLE‐catalysed asymmetric hydrolysis of meso‐4‐cyclohexene‐1,2‐dicarboxylic acid dimethyl ester in enzymes as catalysts in organic synthesis (NATO Advanced Research Workshop, Schloß Reisenburg), Reidel Publ. Comp., Dordrecht, 1985.
- (1985)
- Riefling, B.¹ Brünner, W.² Gais, H.‐J.³

51
- 0001448006
- (1929) Bull. Soc. Chim. Fr. , vol.45 , pp. 293
- Vavon, M.M.¹ Peignier, P.²

52
- 33947460508
- (1956) J. Org. Chem. , vol.21 , pp. 279
- White, R.V.¹ Landis, P.S.²

53
- 84985242277
- Bd., Springer, Berlin, Heidelberg, New York
- (1985) Beilsteins Handbuch der Organischen Chemie E IV , vol.13 , pp. 1879

54
- 0000439621
- rac‐16 diente als Edukt zur Totalsynthese von rac‐Vernolepin und rac‐Vernomenin
- (1985) J. Org. Chem. , vol.50 , pp. 108
- Wakamatsu, T.¹ Hora, H.² Bau, Y.³

55
- 0000561788
- +/FMN
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 4659
- Jakovac, I.J.¹ Goodbrand, H.B.² Lok, K.P.³ Jones, J.B.⁴

56
- 84985241115
- (33b) 18 diente als Edukt zur Totalsynthese von (–)‐1‐O‐Methylswerosid‐Aglycon
- (1984) J. Org. Chem. , vol.49 , pp. 2838
- Ikeda, T.¹ Hutchinson, C.R.²

57
- 64149088093
- (1913) C. R. Acad. Sci. , vol.156 , pp. 1020
- Chablay, M.E.¹

58
- 25444519114
- (35a)
- (1962) J. Org. Chem. , vol.27 , pp. 2272
- Paquette, L.A.¹ Nelson, N.A.²

59
- 0001502319
- (35b) Vermutlich findet neben Reduktion der Estergruppe auch Hydroborierung der CC‐Doppelbindung statt
- (1982) Organometallics , vol.1 , pp. 762
- Brown, H.J.¹ Norashiman, S.²

60
- 0016789970
- (1975) Chem. Pharm. Bull. , vol.23 , pp. 1396
- Fujiwora, Y.¹ Kimoto, S.² Okamoto, M.³

61
- 33748888324
- (1963) Tetrahedron , vol.19 , pp. 2333
- Walborsky, H.M.¹ Barash, L.² Davis, T.C.³

62
- 0001212190
- Control of lithium aluminum hydride reduction of cyclic dicarboxylic acid anhydrides to produce .gamma.-lactones or diols
- (1967) The Journal of Organic Chemistry , vol.32 , pp. 3919
- Bloomfield, J.J.¹ Lee, S.L.²

63
- 0001166795
- (39a)
- (1974) J. Am. Chem. Soc. , vol.96 , pp. 1038
- McCreary, M.D.¹ Lewis, D.W.² Wernick, D.L.³ Whitesides, G.H.⁴

64
- 0005871619
- (39b)
- (1979) J. Org. Chem. , vol.44 , pp. 2165
- Jakovac, I.J.¹ Jones, J.B.²

65
- 84985248509
- Int. Proc. Symp. 1978, Edit., S. M. Roberts, F. Scheinmann, Pergamon Press
- (1979) Chem. Biochem. Pharmacol. Act. Prostanoids , pp. 171
- Taub, D.¹ Wendler, N.L.²

66
- 84987312174
- J. Chem. Soc. , vol.1934 , pp. 946
- Cook, A.H.¹ Linstead, R.P.²

67
- 0037729263
- (1957) J. Org. Chem. , vol.22 , pp. 1548
- Bailey, S.¹

68
- 33847086721
- (43a)
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 4849
- Bax, A.¹ Freeman, R.² Kempsell, S.P.³

69
- 49049135760
- (43b)
- (1982) J. Magn. Reson. , vol.48 , pp. 158
- Mareci, T.H.¹ Freeman, R.²

70
- 0001794619
- (43c)
- (1983) Angew. Chem. , vol.95 , pp. 381
- Benn, R.¹ Günther, H.²

71
- 84985509169
- (1983) Angew. Chem., Int. Ed. Engl. , vol.22 , pp. 350

72
- 84985512152
- (43d)
- (1983) Angew. Chem. , vol.95 , pp. 565
- Buddrus, J.¹ Bauer, H.² Gotthardt, H.³ Jung, R.⁴

73
- 84985521781
- (1983) Angew. Chem., Int. Ed. Engl. , vol.22 , pp. 548

74
- 84855635807
- (43e), G. Thieme, Stuttgart
- (1984) 13C‐NMR‐Spektroskopie
- Kalinowski, H.‐O.¹ Berger, S.² Braun, S.³

75
- 0019406481
- (44a)
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 2405
- Ohno, M.¹ Kobayashi, S.² Iimori, T.³ Wang, Y.⁴ Zawa, T.⁵

76
- 0000199517
- (44b)
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 6739
- Ito, Y.¹ Shibata, T.² Arita, M.³ Sawai, H.⁴ Ohno, M.⁵

77
- 0007661632
- (44c)
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 3580
- Chen, C.¹ Fuyimoto, Y.² Sih, C.J.³

78
- 84985297567
- Asymmetric hydrolysis of esters by biochemical methods. Part V. Asymmetric hydrolysis of prochiral diesters with pig liver esterase. Preparation of optically active intermediates for the synthesis of (+)-biotin and (+)-.ALPHA.-methyl-3,4-dihydroxyphenylalanine.
- (44d)
- (1982) Agricultural and Biological Chemistry , vol.46 , pp. 1907
- Iriuchiyima, S.¹ Hasegawa, K.² Tsuchihashi, G.³

79
- 20644469267
- (44e)
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 7294
- Chen, C.¹ Fuyimoto, Y.² Girdaukas, G.³ Sih, C.J.⁴

80
- 0020775374
- (44f)
- (1983) J. Am. Chem. Soc. , vol.105 , pp. 4049
- Arita, M.¹ Adachi, K.² Ito, Y.³ Sawai, H.⁴ Ohno, M.⁵

81
- 84918123834
- A Study of Stereoselective Hydrolysis of Symmetrical Diesters with Pig Liver Esterase
- (44g)
- (1983) Helvetica Chimica Acta , vol.66 , pp. 2501
- Mohr, P.¹ Waespe‐Sarcevic, N.² Tamm, C.³ Gawronska, K.⁴ Gawronski, J.K.⁵

82
- 0021052681
- Enantioselective hydrolysis of 3-hydroxy-3-methylalkanoic acid esters with pig liver esterase
- (44h)
- (1983) The Journal of Organic Chemistry , vol.48 , pp. 3960
- Wilson, W.K.¹ Baca, S.B.² Barber, Y.J.³ Scallen, T.J.⁴ Morrow, C.J.⁵

83
- 33751215153
- (44i)
- (1984) Tetrahedron Lett. , vol.25 , pp. 2557
- Kobayashi, S.¹ Kaniyama, K.² Iimori, T.³ Ohno, M.⁴

84
- 0021336190
- (44j)
- (1984) Tetrahedron , vol.40 , pp. 145
- Ohno, M.¹ Ito, Y.² Arita, M.³ Shibata, T.⁴ Adachi, K.⁵ Sawai, H.⁶

85
- 0021126975
- (44k)
- (1984) Tetrahedron Lett. , vol.25 , pp. 4999
- Wang, Y.¹ Sih, C.J.²

86
- 0000826210
- (44l)
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 3695
- Wang, Y.¹ Chen, C.² Girdakas, G.³ Sih, C.J.⁴

87
- 37049093555
- (44m)
- J. Chem. Soc., Chem. Commun. , vol.1984 , pp. 236
- Sabbioni, G.¹ Shea, M.L.² Jones, J.B.³

88
- 84949215425
- (44n)
- J. Chem. Soc., Chem. Commun. , vol.1984 , pp. 579
- Francis, J.C.¹ Jones, J.B.²

89
- 0008361155
- Enzymatische Synthesen chiraler Bausteine aus prochiralen Substraten: Herstellung von Malonsäuremonoalkylestern
- (44o)
- (1984) Angewandte Chemie , vol.96 , pp. 54
- Schneider, M.¹ Engel, N.² Boensmann, H.³

90
- 0001939239
- (1984) Angew. Chem., Int. Ed. Engl. , vol.23 , pp. 66

91
- 0345406276
- Enzymatische Synthesen chiraler Bausteine aus prochiralenmeso-Substraten: Herstellung von Methyl(hydrogen)-1,2-cycloalkandicarboxylaten
- (44p)
- (1984) Angewandte Chemie , vol.96 , pp. 55
- Schneider, M.¹ Engel, N.² Honicke, P.³ Heinemann, G.⁴ Gorisch, H.⁵

92
- 84985606283
- (1984) Angew. Chem., Int. Ed. Engl. , vol.23 , pp. 67

93
- 0000901926
- (44q)
- (1984) Tetrahedron Lett. , vol.25 , pp. 5875
- Laumen, K.¹ Schneider, M.²

94
- 0000881071
- (44r)
- (1985) Tetrahedron Lett. , vol.26 , pp. 2073
- Laumen, K.¹ Schneider, R.²

95
- 0041131871
- (44s)
- (1985) Tetrahedron , vol.41 , pp. 1347
- Björkling, F.¹ Bontelje, J.² Gatenbeck, S.³ Hult, K.⁴ Norin, T.⁵ Szmulik, P.⁶

96
- 84985241065
- (44t)
- (1985) Can. J. Chem. , vol.63 , pp. 542
- Jones, J.B.¹ Hinks, R.S.² Hultin, P.G.³

97
- 3042866363
- (44u), Ciba Foundation Symposium 111, Pitman, London
- (1985) Enzymes in Organic Synthesis , pp. 128
- Wang, Y.¹ Chen, C.² Girdaukas, G.³ Sih, C.J.⁴

98
- 3042866363
- (44v), Ciba Foundation Symposium 111, Pitman, London
- (1985) Enzymes in Organic Synthesis , pp. 171
- Ohno, M.¹

99
- 84985190753
- Technische Hochschule, Darmstadt
- (1985) Forschungspraktika
- Jentsch, M.¹ Maidonis, P.² Gilges, S.³

100
- 0014951937
- (46a)
- (1970) Biochim. Biophys. Acta , vol.212 , pp. 450
- Ocken, P.R.¹ Levy, M.²

101
- 0018385317
- (46b)
- (1979) Eur. J. Biochem. , vol.95 , pp. 509
- Heymann, E.¹ Junge, W.²

102
- 0018394056
- (1979) Eur. J. Biochem. , vol.95 , pp. 519
- Junge, W.¹ Heymann, E.²

103
- 0019050007
- (46c)
- (1980) Arch. Biochem. Biophys. , vol.203 , pp. 214
- Farb, D.¹ Jencks, W.P.²

104
- 0019046664
- (1980) Arch. Biochem. Biophys. , vol.203 , pp. 227
- Farb, D.¹ Jencks, W.P.²

105
- 0019046560
- (46d)
- (1980) Arch. Biochem. Biophys. , vol.203 , pp. 236
- Levine, L.¹ Baer, A.² Jencks, W.P.³

106
- 1542632039
- Asymmetrische Totalsynthese der Makrolide Brefeldin A und 7-epi-Brefeldin A
- (1984) Angewandte Chemie , vol.96 , pp. 143
- Gais, H.‐J.¹ Lied, T.²

107
- 84985630893
- (1984) Angew. Chem., Int. Ed. Engl. , vol.23 , pp. 145

108
- 84985183448
- Asymmetrische Synthese eines neuen enantiomerenreinen Prostaglandin-Bausteins
- (1984) Angewandte Chemie , vol.96 , pp. 495
- Gais, H.‐J.¹ Lied, T.² Lukas, K.L.³

109
- 0021207584
- (1984) Angew. Chem., Int. Ed. Engl. , vol.23 , pp. 511

110
- 84985299334
- Dissertation, Technische Hochschule, Darmstadt
- (1983)
- Lukas, K.L.¹

111
- 84985270460
- (50a), geplante Dissertation, Technische Hochschule Darmstadt.
- Ball, W.A.¹

112
- 84985176403
- (50b), geplante Dissertation, Technische Hochschule Darmstadt.
- Erdelmeier, I.¹

113
- 84985290188
- (50c), 29th IUPAC‐Kongreß, Köln, (Abstr. Nr. 215).
- (1983)
- Gais, H.‐J.¹ Lukas, K.L.² Ball, W.A.³ Sliwa, H.⁴

114
- 84985176387
- (50d), Asymmetrische Synthese von Prostanoiden in Arachidonoide – Versuch einer Bilanz – Jahrestagung der GDCh‐Fachgruppe Medizinische Chemie, Freiburg
- (1984)
- Gais, H.‐J.¹

115
- 84985247090
- (50e), geplante Dissertation, Technische Hochschule, Darmstadt.
- Rosenstock, B.¹

116
- 0002714675
- (1978) J. Org. Chem. , vol.43 , pp. 2923
- Still, W.C.¹ Kahn, M.² Mitra, A.³

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