Reactivity of cyclododecanone in aldol and Mannich-Type reactions
Direct anti & regio-specific aldol, Mukaiyama aldol and Mannich-type reactions in zwitter ionic stabilized CDD & lactams
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In this book we address, cyclododecanone as a substrate-controlled precursor. Its, unique activation strategy, acting cooperatively with Lewis based or Lewis acid groups, has been applied to the development of a novel generation of cyclododecanone based compounds. The viability of the catalyst under optimized reaction condition was established for all the title reactions. Extended mechanistic pathways lead to the suggestion of a catalytic cycle in which highly preferred transition state plays a major role for both yield and diastereoselectivity for the reactions. Finally, strategies were emplo...
In this book we address, cyclododecanone as a substrate-controlled precursor. Its, unique activation strategy, acting cooperatively with Lewis based or Lewis acid groups, has been applied to the development of a novel generation of cyclododecanone based compounds. The viability of the catalyst under optimized reaction condition was established for all the title reactions. Extended mechanistic pathways lead to the suggestion of a catalytic cycle in which highly preferred transition state plays a major role for both yield and diastereoselectivity for the reactions. Finally, strategies were employed to further examine asymmetric induction reaction in cyclododecanone using proline as a catalyst, but we could not achieve goals at present conditions. Even unmodified ketone like propiophenone the stereochemistry has been thoroughly investigated. Whereas, higher cyclic ketones like 9-12 membered ring cyclic ketones the stereochemistry has not been studied so far. The aim of our work is to studied the reactivity of CDD in aldol sequences and Mannich-type reaction in direct manner and to know the stereochemical behavior of higher ring ketones.
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