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- W2019223012 abstract "[112571-25-2]InChI = 1S/C24H41BO/c1-15-19-11-17(23(19,3)4)13-21(15)25(9-8-10-26-7)22-14-18-12-20(16(22)2)24(18,5)6/h8,10,15-22H,9,11-14H2,1-7H3/b10-8-/t15-,16-,17+,18+,19-,20-,21?,22?/m1/s1InChIKey = REIADFKXVYZJJI-AATYWXFTSA-N[112482-55-0] C24H41BO (MW 356.39)InChI = 1S/C24H41BO/c1-15-19-11-17(23(19,3)4)13-21(15)25(9-8-10-26-7)22-14-18-12-20(16(22)2)24(18,5)6/h8,10,15-22H,9,11-14H2,1-7H3/b10-8-/t15-,16-,17+,18+,19-,20-,21?,22?/m1/s1InChIKey = REIADFKXVYZJJI-AATYWXFTSA-N(monofunctional alkoxyallylborating agent used for the reaction with aldehydes and imines to provide the α-alkoxyhomoallylic alcohols and amines, respectively, in a highly stereoselective fashion)Alternative Names: B-γ-Alkoxydiisopinocampheylborane.Analysis of Reagent Purity: 11B NMR (δ ∼80.0, s).Form Supplied in: not available commercially.Handling, Storage, and Precaution: prepared under inert nitrogen/argon atmosphere and used in situ.Physical Data: unstable at higher temperature and undergoes scrambling of the double bond.Preparative Methods: this reagent is prepared and used in situ and the typical procedure involves the lithiation of allylic ether 2 with sec-BuLi at −78 °C to form the (Z)-allylic anion 31 that upon reaction with Ipc2BOMe 4 provides an ‘ate’ complex 5. Addition of a strong Lewis acid (BF3·Et2O) to the ‘ate’ complex 5 releases the reagent (B)-(Z)-(γ)-alkoxyallyldiisopinocampheylborane 1 that is used in situ without isolation (eq 1).2(1)Purification: none (air and moisture sensitive and unstable at higher temperatures, hence prepared and used in situ).Solubility: soluble in ether, THF, CH2Cl2, and other organic solvents." @default.
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- W2019223012 date "2009-09-15" @default.
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- W2019223012 title "B-(Z)-γ-Methoxyallyldiisopinocampheylborane" @default.
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- W2019223012 doi "https://doi.org/10.1002/047084289x.rn01043" @default.
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