Nuclear synthons: mesyltriflone as an olefin polyanion equivalent

JB Hendrickson, GJ Boudreaux…

Index: Hendrickson, James B.; Boudreaux, Gerald J.; Palumbo, Paul S. Journal of the American Chemical Society, 1986 , vol. 108, # 9 p. 2358 - 2366

Full Text: HTML

Citation Number: 39

Abstract

Abstract: Mesyltriflone (CF3S02CH2S02CH3) is developed as a nuclear synthon reagent capable first of multiple constructions such as alkylations then of Ramberg-Backlund elimination to a substituted olefin. The alkylations are clean and regiospecific, often amenable to one-pot operation, and in most cases the elimination is smooth. A variety of examples is presented to establish the scope of the method, and the mechanism and ...

Related Articles:

Cycloaddition of cyclopropanone acetals to tetracyanoethylene

[Wiering, P.G.; Steinberg, H. Journal of Organic Chemistry, 1981 , vol. 46, # 8 p. 1663 - 1666]

Mechanism and synthetic applications of the photochemical generation and XH insertion reactions of oxacarbenes

[Journal of the American Chemical Society, , vol. 111, # 15 p. 5824 - 5831]

Quantum chemical calculations on the Peterson olefination with α-silyl ester enolates

[Journal of Organic Chemistry, , vol. 67, # 21 p. 7378 - 7388]

Structure-cytoprotective activity relationship of simple molecules containing an α, β-unsaturated carbonyl system

[Rodriguez, Ana M.; Enriz, Ricardo D.; Santagata, Luis N.; Jauregui, Esteban A.; Pestchanker, Mauricio J.; Giordano, Oscar S. Journal of Medicinal Chemistry, 1997 , vol. 40, # 12 p. 1827 - 1834]

Rearrangement chemistry of the. alpha.-diazo ketone derived from 2, 2, 5, 5-tetramethylthiolane-3, 4-dione

[Journal of Organic Chemistry, , vol. 45, # 23 p. 4804 - 4805]

More Articles...