The α-vinylation of β-dicarbonyl compounds by alk-1-enyl-lead triacetates

Moloney, Mark G.; Pinhey, John T.

doi:10.1039/p19880002847

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Cited by 27 publications

(4 citation statements)

References 8 publications

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“…The compounds IrCl(CO)(PPh 3 ) 2 [23], Hg(CH@CHPh) 2 [24,25], and Hg(CH@CPh 2 ) 2 [25,26], were prepared by the literature methods.…”

Section: General Procedures and Instrumentsmentioning

confidence: 99%

A 2-iridathiophene from reaction between IrCl(CS)(PPh3)2 and Hg(CHCHPh)2

Roper

Wright

Clark

2005

Journal of Organometallic Chemistry

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“…The compounds IrCl(CO)(PPh 3 ) 2 [23], Hg(CH@CHPh) 2 [24,25], and Hg(CH@CPh 2 ) 2 [25,26], were prepared by the literature methods.…”

Section: General Procedures and Instrumentsmentioning

confidence: 99%

A 2-iridathiophene from reaction between IrCl(CS)(PPh3)2 and Hg(CHCHPh)2

Roper

Wright

Clark

2005

Journal of Organometallic Chemistry

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“…The alkylation reaction of enolates is generally regarded as one of the main avenues for regio- and stereoselective carbon−carbon bond formation reactions, and the thorough investigation of these reactions has contributed to the development of organic synthesis . However, there are not many reports on the effective alkenylation of enolates, which are the coupling reactions of a transition metal complex of enolate with alkenyl halide and the addition−elimination reaction of highly electron-deficient alkenyl halide with enolate . In addition, the diastereoselective alkenylation of enolates bearing a chiral auxiliary, which is a very interesting field, has not been reported.…”

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confidence: 99%

Development of Novel Diastereoselective Alkenylation of Enolates Using Alkenylselenonium Salts

et al. 2003

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[reaction: see text] A novel alkenylation of enolates using alkenylselenonium salts is described. A reaction of lithium enolates, which were prepared in situ by the reaction of LiHMDS and carbonyl compounds, with alkenylselenonium salts gave the ethenylation products of carbonyl compounds in high yield. Diastereoselective alkenylation was also accomplished by the reaction of the enolates derived from N-acyl-1,3-oxazolidin-2-ones with the alkenylselenonium salt to afford good results (up to 92% yield and up to 95% de).

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“…(2)-3-Tributylstannylhept-2-ene 29 (82%). R, (hexane) 0.64; GH(CDC1,)6.1 (1 H,qt, J6.6and 1, 3JS,-Hrrcrns 144),2.2(2H, brt, J 7), 1.7 (3 H, br d, J6.6) and 1 .7-0.7 (34 H, m); Gc(CDC1,) 145,134,40.5,33,29,27,23,20,13.5 and 9; m/z 331 (43%, M -Bu), 275 (31), 235 (3) and 121 (100) (Found: C, 58.9; H, 10.45. CI9H,,Sn requires C, 58.9; H, 10.4%).…”

mentioning

confidence: 99%