By Furstner A
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6 Synthesis of Spiro y-Lactones and Spiro S-Lactones from 1,3-Diene-Magnesium Reagents The generation of a quaternary carbon center, and the introduction of functional groups, which are present in the process of lactonization, are some of the difficulties associated with the formation of spirolactones. There have been many reports in the literature regarding the development of synthetic strategies to overcome thcse difficulties . However, many require the use of complex reagents and multiple synthetic steps to achieve the overall lactonization.
7 Synthesis of y-Lactams from Conjugated Diene-Magnesium Reagents y-Lactams are important intermediates in synthetic routes to five-membered heterocyclic compounds. 2 Rirkr Mognesium, Colciurn, Strontium, rznd Bririiinz 21 foundly important family of biologically active secondary metabolites, many of which have potential uses in medicine and agriculture 1431. Synthetic interest in this class of molecules has been intense, particularly in the past decade . Most approaches to y-lactams have relied on cyclization via acyl-nitrogen bond formation 1451.
The overall procedure of the y-lactam synthesis can be thought of as a molecular assembling process in which three independent species, namely a conjugated diene, an imine, and carbon dioxide, mediated by Rieke magnesium, are transformed into a complex organic molecule in a well-controlled fashion. In the process, the construction of a quaternary carbon center and the introduction of both the amino and carboxyl groups required for lactamization are achieved in one synthetic step. 1 The Preparation of Rieke Zinc In 1973 we reported the formation of Kieke zinc, which was shown to add oxidatively to alkyl and aryl bromides .
Active Metals by Furstner A