期刊
TETRAHEDRON
卷 62, 期 8, 页码 1772-1776出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.11.050
关键词
tocopherol; vitamin E; bromination; tocopherol dimers; reaction mechanism
Bromination of the ethano-dimer of alpha-tocopherol (6) afforded pyrano-spirodimer of alpha-tocopherol (7) quantitatively, while the methano-dimer of alpha-tocopherol (10) produced a mixture of products, including the furano-spirodimer 11, pyrano-spirodimer 7, and 5-bromo-gamma-tocopherol (12), the latter two formed in ail unusual dealkylative fragmentation step. The mechanisms were studied by a combination of trapping reactions as well as kinetic and computational studies. (c) 2005 Elsevier Ltd. All rights reserved.
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