- Synthesis and structural analysis of a new class of azaspiro[3.3]heptanes as building blocks for medicinal chemistry
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Figure presented Straightforward access toward previously unreported substituted, heterocyclic spiro[3.3]heptanes is disclosed. These spirocyclic systems may be considered as alternatives to 1,3-heteroatom-substituted cyclohexanes, which are otherwise insufficiently stable to allow their use in drug discovery. Conformational details are discussed on the basis of X-ray crystallographic structures.
- Burkhard, Johannes A.,Guerot, Carine,Knust, Henner,Rogers-Evans, Mark,Carreira, Erick M.
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supporting information; experimental part
p. 1944 - 1947
(2010/07/04)
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- REACTIONS OF α-DIAZO-KETONES-V; ETHER OXYGEN PARTICIPATION IN THE ACETOLYSIS OF α'-PHENOXY- AND α'-DIPHENYLMETHOXY-α-DIAZO-KETONES
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The acetolysis of α-diazo-ketones 1a-d, 2 and 3a, b, c have been studied.The results obtained for 1a-d indicate that migration of the phenoxy group represents an important, alternative pathway to normal substitution only if a tertiary carbonium ion or a cyclic transition state, with the incipient positive charge located on a tertiary C atom, is involved in the reaction.Normal substitution was the only process in the case of 2 and 3a; instead, 3b and 3c gave in addition diphenylmethyl acetate and the corresponding 2-substituted-3-oxetanone, 17 and 19, produced by a cyclic mechanism involving the intermediate formation of oxonium ions 26b and 26c, respectively.
- Pusino, A.,Rosnati, V.,Solinas, C.,Vettori, U.
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p. 2259 - 2264
(2007/10/02)
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