52389-13-6Relevant articles and documents
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Murai,S. et al.
, p. 858 - 859 (1974)
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Efficient Simmons-Smith cyclopropanation with Zn/Cu and CH 2I2
Fujii, Kanami,Shiine, Kodai,Misaki, Tomonori,Sugimura, Takashi
, p. 69 - 72 (2013/04/23)
An appropriate solvent to perform the original Simmons-Smith reaction was reinvestigated. Among available solvents, cyclopentyl methyl ether (CPME), a recently commercialized ethereal solvent, was found to be the best so far. Compared with Et2O under reflux - the commonest conditions - reaction completion in CPME at 50 °C was about 10 times faster. The product yields and selectivities were mostly identical to those with Et2O, but were better in some cases; e.g. 13-56% with 2-cyclohexenol. The good performance of CPME should be mainly due to its moderate polarity and high boiling point. Copyright
Silicon-based nucleophile mediated one-carbon ring expansion reaction of 1-(trimethylsilylmethyl)cycloalkanecarbaldehydes
Tanino,Sato,Kuwajima
, p. 6551 - 6554 (2007/10/02)
Under the influence of an appropriate Lewis acid, TMS sulfide and TMS-OTf induced one carbon ring expansion of 1-(trimethylsilylmethyl)cycloalkanecarbaldehydes to afford the corresponding 2-methylenecycloalkyl sulfides and ethers, or their isomerized ones
