Peterson elimination modified

A chiral allylic alcohol (3-carbanion equivalent has also been developed which utilizes a DIPT-modified E)-y-(dimethylphenylsilyl)allylboronate reagent. This method involves treating the product homoallylic alcohol with Dimethyl-dioxirane and subjecting the derived epoxide to an acid-catalyzed Peterson elimination. This sequence has been applied in the synthesis of the trioxadecalin ring system of the mycalamides (eq 10). ... 

Chiral secondary allylic alcohols 202 are synthesized from allylsilanes and vinylsilanes by way of successive asymmetric dihydroxylation (AD) and Peterson elimination although the Peterson reaction process does not constitute asymmetric induction, it results in the loss of an asymmetric point (Scheme 2.128) [357]. The allylsilane undergoes efficient dihydroxylation using AD-mtx-a, AD-mtx-, or the modified Sharpless AD reagents, although enantiomeric excess is dependent on the stmcture of the alkene [358, 359]. 

Montgomery and Peterson [675] showed that ammonium nitrate used as a matrix modifier in seawater analysis to eliminate the interference of sodium chloride degrades the pyrolytic coating on graphite-furnace tubes. The initially enhanced sensitivities for copper, manganese, and iron are maintained for up to 15 atomisations. There is then a rapid decline to a constant lower sensitivity. The characteristics depend strongly on the particular lot of furnace tubes. To... 

Deprotonation of la-lc with methyllithium in ether at -78 °C leads to spontaneous elimination of lithimntrimethylsiloxide according to a modified Peterson mechanism and formation of the unstable silenes 2a-2c. In absence of trapping agents these undergo dimerization reactions, 2a leading to l-isopropenyl-2-isopropyl-l,l,2,2-tetrakis(trimethylsilyl)disilane (3) (Scheme 1). 

Fluoride ion induced desilylation of -hydroxyalkylsilanes followed by elimination of the oxy group represents a modified methodology for carrying out Peterson re-... 

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