Microbiological transformations 57. Facile and efficient resin-based in situ SFPR preparative-scale synthesis of an enantiopure "unexpected" lactone regioisomer via a baeyer-villiger oxidation process

Organic Letters

Volumn 6, Issue 12, 2004, Pages 1955-1958

  Hilker, Iris ^a   Gutiérrez, María C ^a   Alphand, Véronique ^a   Wohlgemuth, Roland ^b   Furstoss, Roland ^a  

^a AIX MARSEILLE UNIVERSITY   (France)

^b Fluka AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

LACTONE;

ARTICLE; BAEYER VILLIGER REACTION; CHEMICAL ANALYSIS; CHEMICAL REACTION; CONFORMATIONAL TRANSITION; ISOMER; ISOMERIZATION; METHODOLOGY; REACTION ANALYSIS; REACTOR;

EID: 3042839971     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol049508n     Document Type: Article

References (29)

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22. Such peculiar behaviour was also observed, albeit with generally lower selectivity, using transition metal-catalyzed oxidation. Therefore, 1 became a rather popular model substrate for BV oxidation.
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24. We also have previously observed the exclusive formation of enantiopure (-)-(1R,5S) 2, using whole cells of the fungus Cunninghamella echinulata (see ref 3b). However, the BVMO of this wild-type strain has not been further studied or overexpressed (see ref 3b).
25. This resolution process, performed by the Fluka company will be published elsewhere.
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