Titanocene(II)-promoted carbonyl cyclopropylidenation utilizing 1,1-dichlorocyclopropanes

Shono, Tomohiro; Nagasawa, Takehiro; Tsubouchi, Akira; Takeda, Takeshi

doi:10.1016/j.tetlet.2007.03.110

Cited by 10 publications

(4 citation statements)

References 30 publications

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“…Among the most important and original advances in the application of this reaction is that by Zemlicka in scope and can be applied also to esters and lactones (Scheme 55). 68 2.1.2.4. Miscellaneous.…”

Section: Alkylidenecyclopropanes 21 Syntheses Of Methylene-and Alkyli...mentioning

confidence: 99%

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Progress in the Synthesis and Transformations of Alkylidenecyclopropanes and Alkylidenecyclobutanes

et al. 2014

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Section: Alkylidenecyclopropanes 21 Syntheses Of Methylene-and Alkyli...mentioning

confidence: 99%

“…In a Wittig-type reaction, gem -dichlorocyclopropanes 196 react with ketones in the presence of the titanocene bis(triethylphosphite) complex 197 . The reaction is very wide in scope and can be applied also to esters and lactones (Scheme ) …”

Section: Alkylidenecyclopropanesmentioning

confidence: 99%

Progress in the Synthesis and Transformations of Alkylidenecyclopropanes and Alkylidenecyclobutanes

et al. 2014

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“…117 The reaction proceeds An efficient method for cyclopropylidenation of carbonyl compounds 234 (aldehydes, ketones and esters) using dichlorocyclopropane and a titanocene complex in a way similar to the Wittig olefination was introduced (Scheme 83). 118 A Titanocene(II) reagent Cp 2 Ti[P(OEt) 3 ] 2 was used for this purpose and the methodology offered a facile route for cyclopropanation of highly enolizable carbonyl compounds.…”

Section: Miscellaneous Reactions and Applicationsmentioning

confidence: 99%

Recent advances in the syntheses, transformations and applications of 1,1-dihalocyclopropanes

et al. 2015

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gem-Dihalocyclopropanes have wide-spread applications in organic synthesis due to their versatile chemistry. They can serve as substrates for a large range of useful materials such as natural products, alkaloids, cyclopropanes, heterocycles, aromatic ring systems etc. Normally the dihalocyclopropanes are prepared by the addition of dihalocarbene to alkene, but due to the great synthetic efficacy of gem-dihalocyclopropanes a number of methods have been developed for their synthesis. Generally gem-dihalocyclopropanes exist as strained cyclic systems with astonishing kinetic stability. They are capable of undergoing transformations leading to a variety of products which have potential applications in various synthetic organic chemistry fields.

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“…Recently, we reported that titanium cyclopropylidene complexes 1 are readily prepared by the reductive titanation of 1,1dichlorocyclopropanes 2 with the titanocene(II) reagent Cp 2 Ti[P(OEt) 3 ] 2 (3). 2 This finding prompted us to investigate the preparation of spirocyclic organotitanium compounds 4 by the reaction of 1 with alkynes 5 (Scheme 1).…”

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Formation of titanacyclobutenes with a spiro-bonded cyclopropane

et al. 2008

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Titanocene(II)-promoted carbonyl cyclopropylidenation utilizing 1,1-dichlorocyclopropanes

Cited by 10 publications

References 30 publications

Progress in the Synthesis and Transformations of Alkylidenecyclopropanes and Alkylidenecyclobutanes

Progress in the Synthesis and Transformations of Alkylidenecyclopropanes and Alkylidenecyclobutanes

Recent advances in the syntheses, transformations and applications of 1,1-dihalocyclopropanes

Formation of titanacyclobutenes with a spiro-bonded cyclopropane

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