植保素
预酸化
化学
酚类
激进的
苯酚
双键
立体化学
有机化学
生物化学
酶
白藜芦醇
作者
Salah E. N. Mohamed,Philip Thomas,Donald A. Whiting
出处
期刊:Journal of the Chemical Society
日期:1987-01-01
卷期号:: 431-437
被引量:8
摘要
Phenylthiyl radicals are shown to add regiospecifically to 2H-chromenes to afford 3-phenylthiochromans (8), (10), (13), (14), and (15). The sulphide (15), as equivalent to a chromene protected against acid and oxidation, has been used in two syntheses of (±)-phaseollin, a major phytoalexin of beans and other legumes, via the sequence (17)→(18)→(19)→(20)→(21)→(±)-(1) or (19)→(22)→(23)→-(±)-(1). Also the 3-phenylthiochromans, on electron transfer from metal naphthalenide or a mercury cathode, open to o-prenylphenols, providing a two step route to biogenetically important phenols from chromenes which is tolerant of free phenol and carbonyl functions and trisubstituted double bonds.
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