Arbuzov reaction of 1-iodoboronates as a means of preparing C1-bridged phosphonoboronates
摘要:
The Arbuzov reaction of 1-iodoalkylboronates and P(OMe)(3) proceeds smoothly to give phosphonoboronates 2, in good yields. Essentially no alkene formation is observed, apparently because of prior complexation of the phosphite with boron as observed by B-11 NMR. Selective hydrolysis of the methyl esters is possible by treatment of 2 with excess Me3SiBr followed by methanol to give 3. Treatment of 3 with 6N HCl leads to the free phosphonoboronic, 4a, (C) 1999 Elsevier Science Ltd. All rights reserved.
Arbuzov reaction of 1-iodoboronates as a means of preparing C1-bridged phosphonoboronates
摘要:
The Arbuzov reaction of 1-iodoalkylboronates and P(OMe)(3) proceeds smoothly to give phosphonoboronates 2, in good yields. Essentially no alkene formation is observed, apparently because of prior complexation of the phosphite with boron as observed by B-11 NMR. Selective hydrolysis of the methyl esters is possible by treatment of 2 with excess Me3SiBr followed by methanol to give 3. Treatment of 3 with 6N HCl leads to the free phosphonoboronic, 4a, (C) 1999 Elsevier Science Ltd. All rights reserved.