Complete switch of migratory aptitude in aluminum-catalyzed 1,2-rearrangement of differently α,α-disubstituted a-siloxy aldehydes

Angewandte Chemie - International Edition

Volumn 47, Issue 28, 2008, Pages 5203-5206

  Ohmatsu, Kohsuke ^a   Tanaka, Takayuki ^a   Ooi, Takashi ^a,b   Maruoka, Keiji ^a  

^a KYOTO UNIVERSITY   (Japan)

^b NAGOYA UNIVERSITY   (Japan)

Author keywords

Aluminum; Lewis acids; Rearrangement; Regioselectivity; Synthetic methods

Indexed keywords

ACIDS; ALDEHYDES; ALUMINA; CHEMICAL REACTIONS; DIFFERENCE EQUATIONS; DIFFERENTIATION (CALCULUS); ISOMERS; KETONES; NETWORK PROTOCOLS; SUBSTRATES;

ALUMINUM; LEWIS ACIDS; REARRANGEMENT; REGIOSELECTIVITY; SYNTHETIC METHODS;

ORGANIC COMPOUNDS;

EID: 53349128310     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200800801     Document Type: Article

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24. While the reaction of 2 f by using method B-1 resulted in the desired selective rearrangement, the product immediately tautomerized to the allenyl ketone.