-
9
-
-
0001654231
-
Osmium tetraoxide cis hydroxylation of unsaturated substrates
-
For a recent review on osmium tetroxide oxidation, see
-
(1980)
Chemical Reviews
, vol.80
, pp. 187
-
-
Schroder1
-
19
-
-
84918062257
-
-
4, oxidation of 3-methyl-3-hydroxy-l-cyclohexene gave a ca 1:1 mixture of two possible products.
-
-
-
-
20
-
-
84918062256
-
-
Unlike the acyclic systems, acyl groups are effective in directing stereoselective osmylation. For example, 2-cyclohexen-l-ol acetate yielded 1β-acetoxy-2α, 3α-dihydroxycyclohexane as the major product with the comparable stereoselectivity with the 2-cyclohexen-l-ol.
-
-
-
-
22
-
-
84918062255
-
-
4 oxidation of α,β -unsaturated carbonyl compounds. We thank him for the preprint of the work
-
(1993)
Tetrahedron Letters
, vol.37
, pp. 3951
-
-
Stork1
Kahn2
-
24
-
-
2742572537
-
Synthesis of 8-deoxy-D-erythro-D-galacto-octose. Determination of the configuration of two octenoses
-
Many examples known in the literature are consistent with this formulation. For example, see an example reported by
-
(1969)
Canadian Journal of Chemistry
, vol.47
, pp. 2871
-
-
Lance1
Szarek2
Jones3
Howarth4
-
25
-
-
84918062253
-
-
4, oxidation of diene 46 yielded arabinose, but not ribose. Assuming permanganate oxidation takes place on the diene system in a stepwise fashion, the stereochemical outcome of permanganate oxidation was opposite to that predicted for osmium tetroxide oxidation.
-
-
-
-
26
-
-
0021088156
-
-
Such an example has recently been reported by Prof. Danishefsky at the Gordon Research Conf. on Nat. Prod- ucts, New Hampton, New Hampshire, Aug. 1983. We thank him for the preprint of the work
-
(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 6715
-
-
Larson1
Danishefsky2
-
29
-
-
84918062252
-
-
This ratio is based on the amount of product(s) isolated by crystallization.
-
-
-
-
30
-
-
84918062251
-
-
W.J. Christ, J.K. Cha Y. Kishi, unpublished results.
-
-
-
-
31
-
-
84918062250
-
-
S.S. K.O, M. Yonaga and Y. Kishi, unpublished results.
-
-
-
-
33
-
-
84918062249
-
-
S.H. Kang, W.W. McWhorter, Jr. Y. Kishi, unpublished results.
-
-
-
-
38
-
-
84918062248
-
-
H. Fujioka Y. Kishi, unpublished results.
-
-
-
-
40
-
-
84987284907
-
Recherches dans la s�rie des cyclitols, XLI. Synth�ses de deux cyclopentane-pentols
-
4 oxidation of poly- hydroxycyclopentenes, and refs cit
-
(1970)
Helvetica Chimica Acta
, vol.53
, pp. 2288
-
-
-
41
-
-
0011801752
-
Total Synthesis of 4-O-Methyl-DL-lyxose and 4-Deoxy-DL-ribose. Further Evidence of the Stereoselective Hydroxylation of Double Bonds by Osmic Acid
-
(1971)
Canadian Journal of Chemistry
, vol.49
, pp. 1339
-
-
Srivastava1
Brown2
-
42
-
-
0001135485
-
Studies on the Synthesis of Novel Carbohydrates with Sulfur in the Ring. Part III. The Synthesis of Derivatives of 2,6-Dithio-hex-4-en-2-ulopyranosidononitriles
-
(1975)
Canadian Journal of Chemistry
, vol.53
, pp. 1362
-
-
Vyas1
Hay2
|