Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis.
نویسندگان
چکیده
A new 1-hydrazinodiene (1) has been developed and utilized in Lewis acid catalyzed, intermolecular Diels-Alder reactions with various electron-deficient alkenes. The hydrazine can then be deprotected, and a molecule of methanesulfinic acid is eliminated to provide a putative diazene intermediate (4), which then spontaneously undergoes a suprafacial 1,5-sigmatropic shift to yield stereochemically complex cyclohexenes. This method has been applied to the synthesis of a constitutionally and stereochemically complex decalin derivative.
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ورودعنوان ژورنال:
- Journal of the American Chemical Society
دوره 127 24 شماره
صفحات -
تاریخ انتشار 2005