Fungi from Amazonian forest soil (Ecuador) and an Italian factory were screened for Baeyer–Villiger (BV) oxidation of bicyclo [3.2.0]hept-2-en-6-one to 2-oxabicyclo[3.3.0]oct-6-en-3-one (Corey’s lactone). Isolates of Fusarium sp. and F. solani produced the (+)-(1R,5S)-lactone while isolates of Aspergillus terricola and A. amazonicus afforded the (−)-(1S,5R)-lactone. Highest conversions (85% yield and 70% enantiomeric excess) were obtained with A. amazonicus grown in presence of 2.7 mM titanium dioxide.

Enantioselective Baeyer–Villiger Oxidation of Bicyclo[3.2.0]hept-2-en-6-One with Fungi: Optimization of Biotransformation and Use of TiO2 as Support of Cell Growth

FANTIN, Giancarlo
Primo
;
GIOVANNINI, Pier Paolo
Secondo
;
GUERRINI, Alessandra;MAIETTI, Silvia;MEDICI, Alessandro
Penultimo
;
PEDRINI, Paola
Ultimo
2006

Abstract

Fungi from Amazonian forest soil (Ecuador) and an Italian factory were screened for Baeyer–Villiger (BV) oxidation of bicyclo [3.2.0]hept-2-en-6-one to 2-oxabicyclo[3.3.0]oct-6-en-3-one (Corey’s lactone). Isolates of Fusarium sp. and F. solani produced the (+)-(1R,5S)-lactone while isolates of Aspergillus terricola and A. amazonicus afforded the (−)-(1S,5R)-lactone. Highest conversions (85% yield and 70% enantiomeric excess) were obtained with A. amazonicus grown in presence of 2.7 mM titanium dioxide.
2006
Fantin, Giancarlo; Giovannini, Pier Paolo; Guerrini, Alessandra; Maietti, Silvia; Medici, Alessandro; Pedrini, Paola
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/518053
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