Diisobutylaluminum hydride → HCID 11400969, compound

HRID 14431Notes

Reaction equation

HRID 14431 reaction equation
CC(C[AlH]CC(C)C)C.COC1C=CC(/C=C/C=O)=CC=1.[CH3:22][O:23][C:24]1[CH:33]=[CH:32][CH:31]=[CH:30][C:25]=1/[CH:26]=[CH:27]/[CH:28]=[O:29]>N1C=CC=CC=1>[CH3:22][O:23][C:24]1[CH:33]=[CH:32][CH:31]=[CH:30][C:25]=1/[CH:26]=[CH:27]/[CH2:28][OH:29]

Participants

5

Procedure

[Ir(cod)Cl]2, O,O′-(R)-(1,1′-Dinaphthyl-2,2′-diyl)-N,N′-di-(R,R)-phenylethylphosphoramidite were prepared according to published procedures (Herde, J. L.; Lambert, J. C.; Senoff, C. V. Inorg. Synth. 1974, 15, 18; Alexakis, A.; Rosset, S.; Allamand, J.; March, S.; Guillen, F.; Benhaim, C. Synlett 2001, 1375). Lithium aryloxides were prepared by reaction of the corresponding phenols with n-BuLi in THF at 0° C. After being stirred for 10 min at room temperature, the solution was concentrated under vacuum to afford the corresponding lithium aryloxides as white powders, which were stored under inert atmosphere. All allylic carbonates were synthesized by the reaction of the corresponding allylic alcohols with the corresponding alkylchloroformate in the presence of pyridine. (E)-4-Methoxycinnamamyl alcohol and (E)-2-methoxycinnamyl alcohol were prepared by the reduction of the corresponding aldehydes with DIBAL-H (Nung Min, Y.; Young Soo, G. J. Org. Chem. 1985, 50, 2443). Phenols, (E)-4-methoxycinnamaldehyde, and (E)-2-methoxycinnamaldehyde were purchased from Aldrich Chemicals Co. and used without further purification.

Workup

  1. customand used without further purification

Sources & evidence

ORD record
ord-4b393935e3d94bf5b71cc2c2bafb20aa
Source dataset
uspto-grants-2010_06
Patent number
US07732365B2

Reaction notes

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