By Armin de Meijere, Tse-Lok Ho, Henning Hopf, Rafael R. Kostikov, Isao Kuwajima, A.P. Molchanov, Eiichi Nakamura

ISBN-10: 3540524223

ISBN-13: 9783540524229

This sequence provides serious stories of the current place and destiny tendencies in glossy chemical examine. it truly is addressed to all learn and commercial chemists who desire to retain abreast of advances of their topic.

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1 V i n y l c y c l o p r o p a n e to C y c l o p e n t e n e I s o m e r i z a t i o n s . . . . 2 T h e r m a l R e a r r a n g e m e n t s o f D i c h l o r o m e t h y l e n e C y c l o p r o p a n e s . . 3 D i h a l o c y c l o p r o p a n e s as U n s t a b l e I n t e r m e d i a t e s . . . . . 65 68 69 71 7 Conclusion and Outlook . . . . . . . . . . . 71 8 References . . . . . . . . . . . . . . 73 Gem-Dihalocydopropanes belong to the most readily available cyclopropane derivatives known today.

OH Gem-Dihalocyclopropanes in Organic Synthesis 3 Reactions with Organolithium Compounds Lithium metal or alkyllithium derivatives react with dihalocyclopropanes to provide the corresponding lithiohalocyclopropanes I which are stable at temperatures around --100 °C. These metalated species are easily trapped with electrophiles (R--X) like methyl or ethyl iodide, trimethylstannyl chloride, trimethylsilyl chloride etc. In the case of the unsaturated bicyclic substrate II a double bond migration is observed, which in the presence of excess starting bromide is accompanied by isomerization of the exo-lithio intermediate III to its endo-isomer IV [58].

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Topics in Current Chemistry (vol 155) by Armin de Meijere, Tse-Lok Ho, Henning Hopf, Rafael R. Kostikov, Isao Kuwajima, A.P. Molchanov, Eiichi Nakamura


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