1997
DOI: 10.1016/s0040-4039(97)00161-5
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Palladium catalysed triscyclisation-anion capture queuing cascades

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Cited by 35 publications
(8 citation statements)
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“…The same group also reported a powerful triscyclization of enetriyne 10 with an allene and a nucleophile (Scheme 3). [9] Thus, when 10 was treated with a combination of PdA C H T U N G T R E N N U N G (PPh 3 ) 4 (10 mol %), allene (1 atm), and piperidine/PhSO 2 Na (as a nucleophile) in N,N-dimethylformamide (DMF), a chain-elongation process occurred, including triple intramolecular carbopalladations onto the alkynes and intermolecular carbopalladation onto the allene, to give the triscyclization intermediate 13.…”
Section: Reactions Terminated By Nucleophilic Reactionmentioning
confidence: 99%
“…The same group also reported a powerful triscyclization of enetriyne 10 with an allene and a nucleophile (Scheme 3). [9] Thus, when 10 was treated with a combination of PdA C H T U N G T R E N N U N G (PPh 3 ) 4 (10 mol %), allene (1 atm), and piperidine/PhSO 2 Na (as a nucleophile) in N,N-dimethylformamide (DMF), a chain-elongation process occurred, including triple intramolecular carbopalladations onto the alkynes and intermolecular carbopalladation onto the allene, to give the triscyclization intermediate 13.…”
Section: Reactions Terminated By Nucleophilic Reactionmentioning
confidence: 99%
“…Preparation of 1,1-bis(h 5 -cyclopentadienyl-2-trimethylsilyl-3-methyl-5-(n-butyl)zirconacyclopentadiene(9) and its conversion to 1-trimethylsilyl-2-(nhexyl)-4-(n-butyl)-6-methylbenzene (11). To HZrCp 2 Cl (1.40 g, 5.43 mmol) in 16 mL of toluene was added at 23 8C 1-hexyne (0.45 g, 0.62 mL, 5.43 mmol).…”
Section: 33mentioning
confidence: 99%
“…The reaction is understood by 6-exo-dig and 5-exo-dig cyclizations of 35 to generate 36, followed by 6-exo-trig cyclization to give 37. The β-H elimination gave rise to 38 [6]. Propargyl ethyl carbonate 47 substituted with bulky TBDMS group underwent an interesting reductive coupling via propargylpalladium intermediate to give the allenylalkyne 50 as a major product and the 1,5-diyne 51 as a minor product.…”
Section: Reactions Via Insertion Of Alkenes and Alkynesmentioning
confidence: 99%