Access to unusual polycyclic spiro-enones from 2,2'-bis(allyloxy)-1,1'-binaphthyls using Grubbs' catalysts: an unprecedented one-pot RCM/Claisen sequence.
نویسندگان
چکیده
Treatment of 2,2'-bis(allyloxy)-1,1'-binaphthyls with the first-generation Grubbs' carbene under MW-irradiation results in the formation of new polycyclic spiro-enones through an unprecedented RCM/Claisen sequence.
منابع مشابه
Tandem RCM-Claisen rearrangement-[2+2] cycloaddition of O,O'-(but-2-en-1,4-diyl)-bridged binaphthols.
Attempted RCM of 2,2'-bis(allyloxy)-1,1'-binaphthyl resulted in a Claisen-type rearrangement of a postulated labile dioxacyclodecine proceeding at room temperature and followed by [2+2] cycloaddition. Structures of products were confirmed by X-ray crystallography. A mechanistic rationalisation based on relative stabilities of proposed intermediates and transition states is provided.
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ورودعنوان ژورنال:
- Chemical communications
دوره 47 27 شماره
صفحات -
تاریخ انتشار 2011