MANGANESE(III)-MEDIATED FREE-RADICAL CYCLIZATION OF ACTIVE METHYLENE-COMPOUNDS, ALKENES AND MOLECULAR-OXYGEN - SYNTHESES OF SULFUR-CONTAINING AND PHOSPHORUS-CONTAINING 1,2-DIOXAN-3-OLS

被引:34
作者
QIAN, CY [1 ]
NISHINO, H [1 ]
KUROSAWA, K [1 ]
机构
[1] KUMAMOTO UNIV,FAC SCI,DEPT CHEM,KUMAMOTO 860,JAPAN
关键词
D O I
10.1002/jhet.5570300136
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of beta-keto sulfoxide, beta-keto sulfones, or beta-keto phosphinate with 1,1-disubstituted ethenes in the presence of manganese(III) acetate and molecular oxygen yielded 4-phenylsulfinyl-, 4-phenylsulfonyl-, or 4-phosphinoyl-1,2-dioxan-3-ols 3 in moderate-to-good yields. m-Chloroperbenzoic acid oxidation of 4-phenyl-sulfinyl-1,2-dioxan-3-ols gave the corresponding 4-phenylsulfonyl derivatives, The temperature dependence of the reactions was observed and the stereochemistry of the 1,2-dioxan-3-ols are discussed.
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收藏
页码:209 / 216
页数:8
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