Asymmetric microbiological Baeyer-Villiger reaction of a bridged bicyclic ketone: Divergent behaviour of its enantiomers

DOI: 10.1016/S0040-4039(00)79478-0

Source and publish data:

Tetrahedron Letters p. 499 - 500 (1991)

Update date:2022-09-26

Topics:

Authors:

Konigsberger

Alphand Alphand

Furstoss

Griengl Griengl

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4039(00)79478-0

The bioconversion of 7-anti-benzyloxymethylbicyclo[2.2.1]hept-5-en-2-one 1 with cells of Acinetobacter calcoaceticus NCIB 9871 has been studied. Its (1R,4S,7R) enantiomer underwent a Baeyer-Villiger oxidation yielding rearranged lactone 2 (ee 85%), whereas (1S,4R,7S)-1 was reduced to alcohols 3-endo (ee 95%) and 3-exo (o.p. 89%).

Full text of DOI:10.1016/S0040-4039(00)79478-0

Products guided by the article

Product name:(1S,2R,4R,7S)-7-Benzyloxymethyl-bicyclo[2.2.1]hept-5-en-2-ol

Cas No:133520-33-9

R&D Labs maybe for 133520-33-9

Changzhou Ruiping Chemical Co., Ltd

website:http://www.wishchem.com

Contact:+86-519-82324280

Address:No.288-1 Huacheng Road, Jintan
Jiaxing Carry Bio-Chem Technology Co.,Ltd

website:http://www.carrybiotech.com

Contact:0573-82788958

Address:Add.Fl 3th, Pharm Vally,Kaichuang Rd, Xiuzhou District, Jiaxing, Zhejiang,314031,China
Jingzhou TianHe Sci&Tech Chemical Co., Ltd.

Contact:86-716-8331612

Address:Jiangjin Road, #18, High-grade technology industries development district, Jingzhou city, Hubei province
qingdao goldenchem imp and exp co.,ltd.

Contact:532-55579246

Address:no.62 ,haier road laoshan distirct
NIGNXIA XINDACHANG TECHNOLOGY CO.,LTD

Contact:86-0951-7815345

Address:North side of Qiyuan Road, west side of Yuanfeng Highway, New Material Park, Ningdong Energy and Chemical Industry Base, Ningxia,China

Relevant to this article

One-pot synthesis of stable NIR tetracene diimides via double cross-coupling

Doi:10.1021/ja207630a
(2011)
Thermal stabilization of polyimides with boric acid esters

Doi:10.1134/S1070427211090205
(2011)
Organic electronic conductors and precursors; Reaction of hexasodium benzenehexathiolate and benzenehexathiol with carbon disulfide

Doi:10.1055/s-1990-27120
(1990)
An efficient, continuous flow technique for the chemoselective synthesis of thioacetals

Doi:10.1016/j.tetlet.2007.08.027
(2007)
Doi:10.1016/S0040-4039(01)99897-1
(1966)
A new highly diastereoselective synthesis of 2,5-disubstituted-1,3-dioxolan-4-ones from α-hydroxyacids

Doi:10.1016/0040-4039(91)80352-7
(1991)

Article Doi