-
1
-
-
0027175468
-
-
For a recent review of β-lactones including their transformations, see: a) Pommier, A.; Pons, J.-M. Synthesis 1993, 441-449. For more recent Lewis acid mediated transformations of β-lactones, see:
-
(1993)
Synthesis
, pp. 441-449
-
-
Pommier, A.1
Pons, J.-M.2
-
5
-
-
0031592599
-
-
e) White, D.; Zemribo, R.; Mead, K. T. Tetrahedron Lett. 1997, 38, 2223-2226.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 2223-2226
-
-
White, D.1
Zemribo, R.2
Mead, K.T.3
-
6
-
-
0001128893
-
-
Uesato, S.; Shan, X.; Inouye, H.; Shingu, T.; Inoue, M.; Doi, M. Phytochemistry 1987, 26, 561-564.
-
(1987)
Phytochemistry
, vol.26
, pp. 561-564
-
-
Uesato, S.1
Shan, X.2
Inouye, H.3
Shingu, T.4
Inoue, M.5
Doi, M.6
-
7
-
-
0343966984
-
-
Bacillariolides: Wang, R.; Shimizu, Y.; Steiner, J. R.; Clardy, J. C. J. Chem. Soc. Chem. Commun. 1993, 379-381. Brefeldins: For a review, see: Boeckman, R. K. Jr.; Goldstein, S. W. In Total Synthesis of Natural Products; Apsimon, J., Ed; John Wiley&Sons: New York, 1988; Vol. 17, pp. 29-41.
-
(1993)
J. Chem. Soc. Chem. Commun.
, pp. 379-381
-
-
Bacillariolides Wang, R.1
Shimizu, Y.2
Steiner, J.R.3
Clardy, J.C.4
-
8
-
-
0001913118
-
-
Apsimon, J., Ed; John Wiley&Sons: New York
-
Bacillariolides: Wang, R.; Shimizu, Y.; Steiner, J. R.; Clardy, J. C. J. Chem. Soc. Chem. Commun. 1993, 379-381. Brefeldins: For a review, see: Boeckman, R. K. Jr.; Goldstein, S. W. In Total Synthesis of Natural Products; Apsimon, J., Ed; John Wiley&Sons: New York, 1988; Vol. 17, pp. 29-41.
-
(1988)
Total Synthesis of Natural Products
, vol.17
, pp. 29-41
-
-
Boeckman R.K., Jr.1
Goldstein, S.W.2
-
9
-
-
0030025329
-
-
a) Jung, M. E.; Cho, Y. M.; Jung, Y. H. Tetrahedron Letters 1996, 37, 3-6.
-
(1996)
Tetrahedron Letters
, vol.37
, pp. 3-6
-
-
Jung, M.E.1
Cho, Y.M.2
Jung, Y.H.3
-
12
-
-
0024455962
-
-
d) Hatakeyama, S.; Osanai, K.; Numata, H.; Takano, S. Tetrahedron Lett. 1989, 30, 4845-4848.
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 4845-4848
-
-
Hatakeyama, S.1
Osanai, K.2
Numata, H.3
Takano, S.4
-
14
-
-
0342660876
-
-
note
-
All new compounds reported herein exhibited spectroscopic and physical data consistent with their assigned structure.
-
-
-
-
17
-
-
0343497754
-
-
Potassium bases led to greater quantities of rearranged allylic silylether (ref. 8b) and several unidentified by-products presumably derived from reaction of the β-lactone
-
b) Iio, H.; Ishii, M.; Tsukamoto, M.; Tokoroyama, Y. Tetrahedron Lett. 1988, 29, 5965-5968. Potassium bases led to greater quantities of rearranged allylic silylether (ref. 8b) and several unidentified by-products presumably derived from reaction of the β-lactone.
-
(1988)
Tetrahedron Lett.
, vol.29
, pp. 5965-5968
-
-
Iio, H.1
Ishii, M.2
Tsukamoto, M.3
Tokoroyama, Y.4
-
20
-
-
0000252132
-
-
McDougal, P. G.; Rico, J. G.; Oh, Y.-I.; Condon, B. D. J. Org. Chem. 1986, 51, 3388-3390.
-
(1986)
J. Org. Chem.
, vol.51
, pp. 3388-3390
-
-
McDougal, P.G.1
Rico, J.G.2
Oh, Y.-I.3
Condon, B.D.4
-
21
-
-
0343531118
-
-
note
-
2: C, 72.49; H, 9.95. Found: C, 72.63; H, 10.00.
-
-
-
-
22
-
-
0343531117
-
-
note
-
+]: 168.1150. Found 168.1138.
-
-
-
-
23
-
-
84986437005
-
-
The stereochemical assignment for bicylic lactone 16 is based on its IR carbonyl absorption, calculated (Macromodel V4.0 MM2*: Mohamadi, G.; Richards, N.G.J.; Guida, W. C.; Liskamp, R.; Caufield, C. Chang, T.; Hendrickson, T.; Still, W. C. J. Comput. Chem. 1990, 11, 440.) versus observed coupling constants, and previous conformational /stereochemical studies of δ-lactones and the structurally related iridiolactones, see:
-
(1990)
J. Comput. Chem.
, vol.11
, pp. 440
-
-
Mohamadi, G.1
Richards, N.G.J.2
Guida, W.C.3
Liskamp, R.4
Caufield, C.5
Chang, T.6
Hendrickson, T.7
Still, W.C.8
-
25
-
-
0008672910
-
-
b) Sisido, K.; Inomata, K.; Kageyema, T.; Utimoto, K. J. Org. Chem. 1968, 33, 3149-3155.
-
(1968)
J. Org. Chem.
, vol.33
, pp. 3149-3155
-
-
Sisido, K.1
Inomata, K.2
Kageyema, T.3
Utimoto, K.4
-
26
-
-
0024820534
-
-
For an intramolecular cleavage of a β-lactone by a pendant benzylether which proceeds with inversion of configuration, see: Mead, K. T.; Yang, H. Tetrahedron Letters 1989, 30, 6829-6832.
-
(1989)
Tetrahedron Letters
, vol.30
, pp. 6829-6832
-
-
Mead, K.T.1
Yang, H.2
-
27
-
-
0342660868
-
-
note
-
3 [M+H]: 275.1647. Found 275.1628.
-
-
-
-
28
-
-
0008023092
-
-
B. M and Fleming, I., Eds.; Pergamon: New York
-
Olah, G.; Krishnamurti, R.; Prakash, G. K. S. In Comprehensive Organic Synthesis Trost, B. M and Fleming, I., Eds.; Pergamon: New York, 1991; Vol. 3, pp. 316-317.
-
(1991)
Comprehensive Organic Synthesis Trost
, vol.3
, pp. 316-317
-
-
Olah, G.1
Krishnamurti, R.2
Prakash, G.K.S.3
-
29
-
-
0343095182
-
-
Brauman, J. I.; Pandell, A. J. J. Am. Chem. Soc. 1967, 89, 5421-5424. For a recent example of a β-lactone participating in a Friedel-Crafts acylation, see:
-
(1967)
J. Am. Chem. Soc.
, vol.89
, pp. 5421-5424
-
-
Brauman, J.I.1
Pandell, A.J.2
-
30
-
-
0031550858
-
-
Fujisawa, T.; Ito, T.; Fujimoto, K.; Shimuzu, M. Tetrahedron Lett. 1997, 38, 1593-1596.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 1593-1596
-
-
Fujisawa, T.1
Ito, T.2
Fujimoto, K.3
Shimuzu, M.4
-
31
-
-
33749141678
-
-
H3, H4 = 3.0 Hz), see: a) Giles, R. G. F.; Rickard, R. W.; Senanayake, B. S. J. Chem. Soc. Perkin Trans. 1 1996, 2241-2248.
-
(1996)
J. Chem. Soc. Perkin Trans. 1
, pp. 2241-2248
-
-
Giles, R.G.F.1
Rickard, R.W.2
Senanayake, B.S.3
-
32
-
-
37049075625
-
-
b) Giles, R. G. F.; Green, I. R.; Knight, L. S.; Lee Son, V. R.; Yorke, S. C. J. Chem. Soc. Perkin Trans. I 1994, 865-873.
-
(1994)
J. Chem. Soc. Perkin Trans. I
, pp. 865-873
-
-
Giles, R.G.F.1
Green, I.R.2
Knight, L.S.3
Lee Son, V.R.4
Yorke, S.C.5
-
33
-
-
37049109993
-
-
c) Chorn, T. A.; Giles, R. G. F.; Green, I. R.; Mitchell, P. R. K. J. Chem. Soc. Perkin Trans I 1983, 1249-1254.
-
(1983)
J. Chem. Soc. Perkin Trans I
, pp. 1249-1254
-
-
Chorn, T.A.1
Giles, R.G.F.2
Green, I.R.3
Mitchell, P.R.K.4
-
34
-
-
0026322486
-
-
(no coupling constants are reported for these 3,4-disubstituted isochromans)
-
d) Singh, R.; Singh, R. P. D. Srivastava, J. N. J. Indian Chem. Soc. 1991, 68, 276-280. (no coupling constants are reported for these 3,4-disubstituted isochromans)
-
(1991)
J. Indian Chem. Soc.
, vol.68
, pp. 276-280
-
-
Singh, R.1
Singh, R.P.D.2
Srivastava, J.N.3
|