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Title: Pinacol coupling of carbonyl compounds by using Al-NaOH/MeOH under microwave irradiation
Authors: Tehrani, Mohsen Mazaheri
Asghari, Jila
Keywords: Reductive coupling;Pinacol coupling;microwave irradiation;enantioselectivity
Issue Date: Jan-2006
Publisher: CSIR
IPC Code: Int.Cl.7 C 07 C
Abstract: Reductive coupling of aromatic aldehydes and ketones to the corresponding 1,2-diols has been achieved in 59-98% yields using aluminium powder in aqueous sodium hydroxide and methanol medium under microwave irradiation for 5-12 min. The notable advantage of this method seems to be negligible formation of small amounts of reduced product of the carbonyls i.e. alcohols and the formation of side product olefins via McMurry coupling. The reaction rate is fast and the purity of products is compared to the existing methods. The potential Pinacol rearrangement of the reductive coupling products greatly extends their synthetic utility.
Page(s): 332-334
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.45B(01) [January 2006]

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