Desymmetrization of meso-Bicyclic Hydrazines: An Efficient Strategy towards the Synthesis of Functionalized Cyclopentenes

Autor: Kokkuvayil Vasu Radhakrishnan, V. S. Sajisha, Jubi John, Saithalavi Anas
Rok vydání: 2009
Předmět:
Zdroj: Synlett. 2009:2885-2895
ISSN: 1437-2096
0936-5214
DOI: 10.1055/s-0029-1218287
Popis: Desymmetrization of MESO-bicyclichydrazines offers a facile entry into the class of functionalizedcyclopentenes. Various methodologies used along this direction aredescribed in this account. Our attempts in this area proved thatthe palladium-catalyzed desymmetrization of these substrates withvarious organometallic reagents results in the formation of 3,4-disubstitutedcyclopentenes. 1 Introduction and Background 1.1 Hydroarylation 1.2 Hydroboration 1.3 Acid-Catalyzed Transformations 2 Our Efforts 2.1 Reactions with Organostannanes 2.2 Reactions with Organosilanes 2.3 Reactions with Organoboronic Acids 2.4 Reactions with Organoindium Reagents 2.5 Reactivity of Pentafulvene-Derived Bicyclic Hydrazines 2.6 Reactions with Organoaluminum and Organozinc Reagents 2.7 Reactions with ORTHO-FunctionalizedAryl Iodides 2.8 Mechanistic Pathway 3 Conclusion
Databáze: OpenAIRE