The synthesis of such chiral amines via catalytic hydroboration involves conversion of the catecholboronate ester to trialkylborane by diethyl zinc or methylmagnesium chloride.
22.
Hydroboration produces organoborane compounds that react with a variety of reagents to produce useful compounds, such as alcohols, amines, alkyl halides.
23.
In 1990, Brown and co-workers achieved asymmetric hydroboration using an achiral catalyst and chiral borane sources derived from ephedrine and pseudoephedrine.
24.
Knowing that the group containing the boron will be replaced by a hydroxyl group, it can be seen that the initial hydroboration step determines the regioselectivity.
25.
In principle, 1-hexene could be converted to 1-hexanol by hydroboration ( diborane in tetrahydrofuran followed by treatment with hydrogen peroxide and sodium hydroxide ):
26.
In the seminar paper on the total synthesis of ( + )-monensin, Kishi and co-workers utilized the allylic strain to induce asymmetric induction in the hydroboration oxidation reaction.
27.
Alkaline hydrogen peroxide is used for epoxidation of electron-deficient alkenes such as acrylic acid derivatives, and for the oxidation of alkylboranes to alcohols, the second step of hydroboration-oxidation.
28.
Initial synthetic applications of protodeboronation were found alongside the discovery of the hydroboration reaction, in which sequential hydroboration-protodeboronation reactions were used to convert alkynes or alkenes into the corresponding saturated compounds.
29.
Initial synthetic applications of protodeboronation were found alongside the discovery of the hydroboration reaction, in which sequential hydroboration-protodeboronation reactions were used to convert alkynes or alkenes into the corresponding saturated compounds.
30.
Tuataric acid can be prepared from pent-4-yn-1-ol through a sequence that begins with the extension of the alkyne terminus by hydroboration and ends with the oxidation of the alcohol.
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