1729-20-0Relevant articles and documents
HYDROGEN TRANSFER FROM CROTYLTRI-n-BUTYLSTANNANE TO CARBON RADICALS
Keck, Gary E.,Yates, John B.
, p. C21 - C25 (1983)
Attempted reaction of carbon centered radicals with crotyltri-n-butylstannane leads not to C-C bond formation as with 2-propenyltri-n-butylstannane, but to hydrogen abstraction resulting in production of butadiene and tri-n-butylstannyl radicals.
Catalytic Synthesis of Saturated Oxygen Heterocycles by Hydrofunctionalization of Unactivated Olefins: Unprotected and Protected Strategies
Shigehisa, Hiroki,Hayashi, Miki,Ohkawa, Haruna,Suzuki, Tsuyoshi,Okayasu, Hiroki,Mukai, Mayumi,Yamazaki, Ayaka,Kawai, Ryohei,Kikuchi, Harue,Satoh, Yui,Fukuyama, Akane,Hiroya, Kou
supporting information, p. 10597 - 10604 (2016/09/04)
A mild, general, and functional group tolerant intramolecular hydroalkoxylation and hydroacyloxylation of unactivated olefins using a Co(salen) complex, an N-fluoropyridinium salt, and a disiloxane reagent is described. This reaction was carried out at ro
On the understanding of BF3·Et2O-promoted intra- and intermolecular amination and oxygenation of unfunctionalized olefins
Yang, Chun-Hua,Fan, Wen-Wen,Liu, Gong-Qing,Duan, Lili,Li, Lin,Li, Yue-Ming
, p. 61081 - 61093 (2015/08/03)
BF3·Et2O was found to be effective for both intra- and intermolecular amination and oxygenation of unfunctionalized olefins. In the presence of 3 equiv. of BF3·Et2O, intramolecular hydroamination of N-(pent-4-enyl)-p-toluenesulfonamides, N-(hex-5-enyl)-p-toluenesulfonamides, intermolecular hydroamination between sulfonamides and cyclohexene, norbornene or styrene, lactonization of pent-4-enoic acid or hex-5-enoic acid compounds and esterification of cyclohexene with different carboxylic acids all proceeded readily, leading to the corresponding amination or oxygenation products in up to 99% isolated yields. Preliminary NMR experiments and DFT calculations suggested that the intramolecular hydroamination reactions proceeded via a sulfonimidic acid intermediate (N=S-OH), and formation of the corresponding Bronsted acid HF or HBF4 was less likely.
