1980
DOI: 10.1080/00397918008063599
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Stereoselective Reduction of Cyclic 2, 3-Epoxyketones to Trans-2,3-Epoxyalcohols

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Cited by 30 publications
(5 citation statements)
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“…Reduction of the Adducts . Organic iodides have been reduced by numerous methods including transition-metal catalysts and mixtures of metal hydrides and metal salts, such as CoCl 2, NiCl 2, CuCl, CeCl 3 , RhCl 3 , TiCl 3 , and Zn/acid . These reagents not only reduce the carbon−halogen bond, they are also capable of reducing other functionalities.…”
Section: Resultsmentioning
confidence: 99%
“…Reduction of the Adducts . Organic iodides have been reduced by numerous methods including transition-metal catalysts and mixtures of metal hydrides and metal salts, such as CoCl 2, NiCl 2, CuCl, CeCl 3 , RhCl 3 , TiCl 3 , and Zn/acid . These reagents not only reduce the carbon−halogen bond, they are also capable of reducing other functionalities.…”
Section: Resultsmentioning
confidence: 99%
“…The products were separated by preparative GLC. One of these products was identified as 3-methyl- trans -2,3-epoxycyclohexan-1-ol ( trans - 6a) by comparing its NMR spectral data spectral data with those in the literature and on the basis of the following data: a colorless liquid; 1 H NMR (CDCl 3 ) δ 1.10−2.00 (m, 6H), 1.34 (s, 3H), 2.35 (br s, 1H) 2.92 (s, 1H), 3.90−4.10 (m, 1H); 13 C NMR (CDCl 3 ) δ 15.78, 23.31, 29.56, 30.00, 58.90, 63.40, 66.66; MS (EI, 70 eV) m/z 128(M + , 0.3), 110(2), 95(4), 84(17), 71(82), 70(100), 67(11), 60(20), 59(18), 58(16), 57(25), 55(24), 43(50); calcd for C 7 H 12 O 2 : 128.17.…”
Section: Methodsmentioning
confidence: 99%
“…The products were separated by preparative GLC. One of these products was identified as 3-methyltrans-2,3-epoxycyclohexan-1-ol (trans-6a) by comparing its NMR spectral data 60 spectral data with those in the literature and on the basis of the following data: a colorless liquid; 1 (20), 59(18), 58 (16), 57 (25), 55(24), 43 (50); calcd for C7H12O2: 128.17.…”
Section: -Methoxycyclohexene (2b)mentioning
confidence: 99%
“…α,β‐Epoxy carbonyl compound is one of the very important moiety as it can be easily converted to various functionalities like α,β‐hydroxy carbonyl compounds, α,β‐epoxy alcohol, allylic alcohol, 1,3‐diols and α‐iodo‐β‐dicarbonyl compounds . As reported in literature it could be synthesized by two ways.…”
Section: Introductionmentioning
confidence: 99%