catalytic reaction of aldehydes and ketones with HBpin: general procedure

Base Information

• Chemical Name: catalytic reaction of aldehydes and ketones with HBpin: general procedure
• CAS No.: 1354969-56-4
• Molecular Formula: C₇H₁₃BO₄
• Molecular Weight: 171.989
• Mol file: 1354969-56-4.mol

Synonyms:catalytic reaction of aldehydes and ketones with HBpin: general procedure

Chemical Property of catalytic reaction of aldehydes and ketones with HBpin: general procedure

Chemical Property:

Purity/Quality:

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Technology Process of catalytic reaction of aldehydes and ketones with HBpin: general procedure

There total 6 articles about catalytic reaction of aldehydes and ketones with HBpin: general procedure which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

carbon dioxide (124-38-9,18923-20-1) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → catalytic reaction of aldehydes and ketones with HBpin: general procedure (1354969-56-4) + C13H26B2O6 + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0)

Guidance literature:

With C₄₀H₈₂Al₂N₄Si₂; In benzene-d6; at 20 ℃; for 110h; under 750.075 Torr; Inert atmosphere;

DOI:10.1002/anie.201905045

Reference yield: 51.0%

formic acid (64-18-6) + RuH2(H2)2(tricyclohexylphosphine)2 (112320-11-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → bis(pinacolato)diborane (10221-56-4) + catalytic reaction of aldehydes and ketones with HBpin: general procedure (1354969-56-4) + C13H26B2O6 + RuH(κ2-O2CH)(CO)(PCy3)2 (1372712-51-0) + C8H15BO5 + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0)

Guidance literature:

formic acid; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In benzene-d6; at 20 ℃; for 20h; Inert atmosphere;

RuH₂(H₂)2(tricyclohexylphosphine)2; In benzene-d6; for 0.166667h; Inert atmosphere;

DOI:10.1002/anie.201304025

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → bis(pinacolato)diborane (10221-56-4) + catalytic reaction of aldehydes and ketones with HBpin: general procedure (1354969-56-4) + C13H26B2O6 + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0)

Guidance literature:

With tetrabutylammonium acetate; In benzene-d6; at 90 ℃; for 26h; under 1140.08 Torr; Catalytic behavior;

DOI:10.1039/d0cy00118j

upstream raw materials:

formic acid

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

RuH₂(H₂)2(tricyclohexylphosphine)2

carbon dioxide

Downstream raw materials:

formic acid-d₁

bis(pinacolato)diborane

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

RuH(CO₂H)(CO)(tricyclohexylphosphine)₂

Refernces

• 1、 Bag, Prasenjit,Hanusch, Franziska,Inoue, Shigeyoshi,Porzelt, Amelie,Weetman, Catherine. "Dialumenes-aryl: Vs. silyl stabilisation for small molecule activation and catalysis". . p. 4817 - 4827. Retrieved 2020/06/17.
• 2、 Dagorne, Samuel,Dos Santos, Jo?o H. Z.,Jacques, Béatrice,López, Carlos Silva,Nieto Faza, Olalla,Schrekker, Henri S.,Sokolovicz, Yuri C. A.,Specklin, David. "Acetate-catalyzed hydroboration of CO2 for the selective formation of methanol-equivalent products". . p. 2407 - 2414. Retrieved 2020/05/13.