Acylzirconocene chloride as an 'unmasked' acyl anion

Angewandte Chemie - International Edition

Volumn 37, Issue 12, 1998, Pages 1696-1698

  Harada, Susumu ^a   Taguchi, Takeo ^a   Tabuchi, Nobuhito ^a   Narita, Kensuke ^a   Hanzawa, Yuji ^a  

^a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

Acylations; Aldehydes; Lewis acids; Nucleophilic additions; Zirconium

Indexed keywords

EID: 0032479260     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19980703)37:12<1696::AID-ANIE1696>3.0.CO;2-P     Document Type: Article

References (18)

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13. The molar ratios of the reagents were varied as described in Table 1 so as to determine which reaction conditions led to the cleanest reaction mixture, judged by TLC.
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16. The stereochemistry of the products was unequivocally determined by converting them into acetonide compounds in two steps (deprotection and formation of acetonide) and the measurment of their NOESY spectra.
17. 2 to 1 and the stirring of the mixture at ambient temperature for 1.5 h prior to the addition of benzaldehyde gave only α-ketol 5, and no trace of the acyl adduct to aldehyde corresponding to 2 was obtained.
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