期刊
TETRAHEDRON LETTERS
卷 46, 期 16, 页码 2789-2793出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.02.148
关键词
eleuthosides; annulated furan; Diels-Alder
In an attempt to utilize the synthetic power of the furan nucleus in the synthesis of complex natural products, we have developed an entry into annulated furan intermediates that involves an electrochemical annulation protocol. An approach to the eunicellin diterpenes based on this methodology required the use of an intermolecular Diels-Alder reaction on an annulated furan. Although well known for simple furans, there is a paucity of related examples on annulated furans. To examine the feasibility of such an approach to these diterpenes, we have studied this key cycloaddition reaction. Our studies indicate that the process can be hampered by a facile retro-Diels-Aider that is highly dependent on the dienophile employed. (c) 2005 Published by Elsevier Ltd.
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