HYDROBORATION OF UNSATURATED AMINES X. HYDROBORATION-HALOGENATION OF ALLYL PHOSPHORAMIDATES ROUTE TO Γ-Halogenopropyl PHOSPHORAMIDATES AND Γ-Halogenated AMINES

Benmaarouf‐Khallaayoun, Z.; Baboulène, M.; Speziale, V.; Lattes,

doi:10.1080/03086648808079015

Cited by 4 publications

(1 citation statement)

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“…The synthesis of a protected secondary amino olefin 9 is shown in Scheme . Reaction of benzylamine 21 with diethyl chlorophosphate afforded phosphoroamidate 22 , which was quantitatively alkylated with NaH and allyl bromide to produce the protected amino olefin 9 .…”

Section: Synthesis Of Functional Olefinsmentioning

confidence: 99%

Living Polymerization of Sulfur Ylides. Synthesis of Terminally Functionalized and Telechelic Polymethylene

et al. 2002

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The boron-catalyzed polymerization of dimethylsulfoxonium methylide (1) has been used to prepare telechelic polymethylene polymers. The functional polymers were synthesized by hydroboration of substituted α-olefins. Functional groups including biotin, carbohydrates, primary and secondary amines, and dansyl and pyrene fluorescent groups were tolerant to the reaction conditions. The living polymerization of ylide 1 was initiated and catalyzed by the organoborane. Oxidation of the resulting tris(polymethylene) organoborane produced ω-hydroxy-terminated polymethylenes. The reactions were used to produce α,ω-polymethylenes with molecular weights in the range of 1000−17 000 with polydispersities < 1.1.

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Section: Synthesis Of Functional Olefinsmentioning

confidence: 99%