References
1
Breslow R.
Haynie R.
Mirra J.
J.
Am. Chem. Soc.
1959,
81:
247
2
Vol’pin ME.
Koreshkov YD.
Kursanov DN.
Izv. Akad. Nauk SSSR
1959,
3:
560
3a
Potts KT.
Baum JS.
Chem.
Rev.
1974,
74:
189
3b
Eicher T.
Weber JL.
Top. Curr. Chem.
1975,
57:
1
4a
Billups WE.
Moorehead AW. In The Chemistry of the
Cyclopropyl Groups
Rappoport Z.
Wiley Interscience;
New
York:
1987.
p.1533
4b
Komatsu K.
Yoshida Z. In Houben-Weyl
4th
ed., Vol. E17d:
de Meijere A.
Thieme;
Stuttgart:
1996.
p.3079
5
Komatsu K.
Kitagawa T.
Chem. Rev.
2003,
103:
1371
6a
Gleiter R.
Merger M.
Synthesis
1995,
969
6b
Gleiter R.
Merger M.
Altreuther A.
Irngartinger H.
J. Org. Chem.
1996,
61:
1946
7a
Gleiter R.
Merger M.
Oeser T.
Irngartinger H.
Tetrahedron
Lett.
1995,
36:
6425
7b
Schuster A.
Rominger F.
Gleiter R.
Tetrahedron
Lett.
1999,
40:
7769
7c
Werz DB.
Schuster A.
Gleiter R.
Rominger F.
Org. Lett.
2005,
7:
917
7d
Werz DB.
Rominger F.
Hyla-Kryspin I.
Gleiter R.
J. Org.
Chem.
2001,
66:
3416
7e
Werz DB.
Gleiter R.
Rominger F.
Eur. J. Org. Chem.
2003,
151
7f
Werz DB.
Gleiter R.
Rominger F.
ARKIVOC
2005,
(iv):
102
8a
Schuster-Haberhauer A.
Gleiter R.
Körner O.
Leskovar A.
Werz DB.
Fischer FR.
Rominger F.
Organometallics
2008,
27:
1361
8b
Werz DB.
Klatt G.
Raskatov JA.
Köppel H.
Gleiter R.
Organometallics
2009,
28:
1675
9a
Breslow R.
Eicher T.
Krebs A.
Peterson RA.
Posner J.
J. Am. Chem. Soc.
1965,
87:
1320
9b
Toda F.
Kataoka T.
Akagi K.
Bull.
Chem. Soc. Jpn.
1971,
44:
244
9c
Breslow R.
Oda M.
Pecoraro J.
Tetrahedron
Lett.
1972,
13:
4415
9d
Breslow R.
Altman LJ.
J. Am. Chem. Soc.
1966,
88:
504
9e
Dehmlow SS.
Dehmlow EV.
Z.
Naturforsch., B
1975,
30:
404
10
Hamada A.
Takizawa T.
Chem. Pharm. Bull.
1975,
23:
2933
11a
Straschill M.
Schick F.
Electroencephalogr.
Clin. Neurophysiol.
1975,
39:
473
11b
Mertin J.
Koczorek KRR.
Backmund H.
Z. Neurol.
1972,
202:
217
11c
Brooks JR.
Steelman SL.
Patanelli DJ.
Steroids
1977,
29:
809
11d
Bialy G.
Merrill AP.
Pincus G.
Endocrinology
1966,
79:
125
12
Fuerderer P.
Gerson F.
Krebs A.
Helv.
Chim. Acta
1977,
60:
1226
13
Nakamura M.
Isobe H.
Nakamura E.
Chem.
Rev.
2003,
103:
1295
14 X-ray crystal structure of spirolactone 2a: colorless crystals, dimensions 0.43 × 0.24 × 0.12 mm³,
crystal system triclinic, space group P
1, Z = 4, a = 9.8710
(7) Å, b = 13.9125 (10) Å, c = 17.8257
(13) Å, α = 112.166
(2)˚, β = 93.589 (2)˚, γ = 99.743
(2)˚, V = 2212.8
(3) ų, ρ = 1.24 g/cm³, T = 200(2)
K, Θmax = 28.41˚,
radiation MoKα, λ = 0.71073 Å,
0.3˚ ω-scans with CCD area detector on a Bruker
APEX diffractometer, covering a whole sphere in reciprocal space,
23425 reflections measured, 10943 unique [R(int) = 0.0315],
8256 observed [I ≤ 2σ(I)], µ = 0.076 mm-¹, T
max = 0.99, T
min = 0.97,
577 parameters refined, hydrogen atoms were treated using appropriate
riding models, goodness of fit 1.15 for observed reflections, final
residual values R1 (F) = 0.071
and wR(F
²) = 0.136
for observed reflections, residual electron density -0.28
to 0.23 eÅ-³. CCDC
723391 (2a) contains the supplementary crystallographic
data for this paper. These data can be obtained free of charge from
The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
15 X-ray crystal structure of spirolactone 2d: colorless crystals, dimensions 0.41 × 0.22 × 0.20 mm³,
crystal system monoclinic, space group P21/c, Z = 4, a = 8.8717
(7) Å, b = 14.8246
(12) Å, c = 9.8321
(8) Å, β = 93.498
(2)˚, V = 1290.70
(18) ų, ρ = 1.26 g/cm³, T = 200(2)
K, Θmax = 28.29˚,
radiation MoKα, λ = 0.71073 Å,
0.3˚ ω-scans with CCD area detector on a Bruker
APEX diffractometer, covering a whole sphere in reciprocal space, 13318
reflections measured, 3194 unique [R(int) = 0.0238], 2886
observed [I ≤ 2σ(I)], µ = 0.081 mm-¹, T
max = 0.98, T
min = 0.97,
163 parameters refined, hydrogen atoms were treated using appropriate
riding models, goodness of fit 1.08 for observed reflections, final
residual values R1 (F) = 0.050 and wR(F
²) = 0.123
for observed reflections, residual electron density -0.16 to 0.33 eÅ-³.
CCDC 723392 (2d) contains the supplementary
crystallographic data for this paper. These data can be obtained
free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
16
Sheldrick GM.
SADABS
Bruker Analytical
X-ray Division;
Madison:
2008.
17 SHELXTL, see: Sheldrick GM.
Acta Crystallogr., Sect. A
2008,
64:
112
18
Breslow R.
Altman LJ.
Krebs A.
Mohacsi E.
Murata I.
Peterson RA.
Posner J.
J.
Am. Chem. Soc.
1965,
87:
1326
