23019-47-8Relevant academic research and scientific papers
A new tactic for tocopherol synthesis using intramolecular benzyne trapping by an alcohol
Knight, David W.,Xu, Qing
, p. 647 - 672 (2017/04/10)
A formal total synthesis of (S)-α-Tocopherol, the major component of natural Vitamin E has been achieved using intramolecular benzyne trapping as a key step to form the chroman ring. The synthesis also features an efficient new method for benzotriazole N-Amination using an oxaziridine; chiral, nonracemic intermediates are generated using asymmetric dihydroxylation.
Direct acetoxylation and etherification of anilides using phenyliodine bis(trifluoroacetate)
Liu, Huan,Wang, Xuemin,Gu, Yonghong
experimental part, p. 1614 - 1620 (2011/04/22)
Treatment of various anilides with 1.5 equiv. of phenyliodine bis(trifluoroacetate) (PIFA) and 1.0 equiv. of BF3·OEt 2 in AcOH at room temperature afforded the corresponding para-acetoxylated products with high regioselectivity. In addition, this reaction could be expanded to the etherification of anilides. In the presence of 2.0 equiv. of PIFA and 2.0 equiv. of BF3·OEt2, the reaction of anilides with alcohols provided the corresponding para-etherified products in good yields. The Royal Society of Chemistry 2011.
A synthesis of α-tocopherol featuring benzyne trapping by an alcohol
Knight, David W.,Qing, Xu
scheme or table, p. 3534 - 3537 (2009/12/01)
A formal total synthesis of α-tocopherol, the main component of Vitamin E, has been achieved in which a central step is the intramolecular trapping of a highly substituted benzyne by an alcohol group to establish the pyran ring.
