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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14431Generated: October 25, 2026

Diisobutylaluminum hydride → HCID 11400969, compound

https://huagongshe.com/reaction/14431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactantp-METHOXYCINNAMALDEHYDEHCID 641294—
ReactantO-Methoxycinnamaldehyde, (E)-HCID 641298—
SolventPyridineHCID 1049—
ProductHCID 11400969HCID 11400969—

Reaction Steps

[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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732365B2
Source datasetuspto-grants-2010_06
ORD IDord-4b393935e3d94bf5b71cc2c2bafb20aa
Source noteuspto-grants-2010_06