Stereoelectronic Effects at Oxygen. A Very Large Effect on the Hydrolysis of a Conformationally Locked Acetal: Implications for β-Glycosidase Mechanism

DOI: 10.1039/P29830001637

Source and publish data:

Journal of the Chemical Society. Perkin transactions II p. 1637 - 1640 (1983)

Update date:2022-08-03

Topics:

Authors:

Briggs, Andrew J.

Evans, Christopher M.

Glenn, Robert

Kirby, Anthony J.

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

Article abstract of DOI:10.1039/P29830001637

Acetal <6; R=2,4-(NO2)2C6H3> is rigidly fixed in the equatorial conformation.As a result the lone-pair electrons on the ring oxygen cannot assist C-OR cleavage, and the compound is hydrolysed ca. 10¹³ times more slowly than a comparable axial t

Full text of DOI:10.1039/P29830001637

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:9-Oxabicyclo[3.3.1]nonane, 1-(2,4-dinitrophenoxy)-

Cas No:82390-99-6

R&D Labs maybe for 82390-99-6

Xian Changyue Biological Technology Co., Ltd.

website:https://www.xachangyue.com/

Contact:+86-029-88211911

Address:Keji Road NO.70
Xiamen Hisunny Chemical Co.,Ltd

website:http://www.hisunnychem.com

Contact:+86-592-3327115

Address:Unit 603,No.879,Xiahe Road,Meixin Building,Xiamen,China
WUHAN RISON TRADING CO.,LTD

Contact:0086-27-83607103/83642615

Address:No.498, Jianshe Ave, Wuhan, China
Dezhou Longteng Chemical Co., Ltd.

website:http://www.sodium-methoxide.cn/

Contact:0086-18866052283

Address:Xinhua Industrial Zone, Dezhou City, Shandong Province, China
Molobelamltrading

Contact:27-792-602929

Address:SIDNEY MUFAMADI STREET 009949 X44 0700 POLOKWANE,LIMPOPO

Relevant to this article

Chelate synthesis of 3-ethoxycarbonyl-4-hydroxy-2-trifluoromethylpyridine from ethyl acetoacetate and trifluoroacetonitrile

Doi:10.1007/BF00700905
()
Catalytic One-Pot Conversion of Renewable Platform Chemicals to Hydrocarbon and Ether Biofuels through Tandem Hf(OTf)₄+Pd/C Catalysis

Doi:10.1002/cssc.201902137
(2019)
C-H bond activation of thiophenes at iridium: a lower energy process than C-S bond scission

Doi:10.1016/0022-328X(95)05606-P
(1995)
A convenient and efficient synthesis of polyphenylmono-, di-, and -triaminobenzenes

Doi:10.1055/s-1995-4113
(1995)
15β-Hydroxysteroids (Part VI). Steroids of the human perinatal period: the preparation and reactions of synthesis of 3β-hydroxy-5,15-androstadien-17-one. The synthesis of 3β,15β-dihydroxy-5-androsten-17-one and derivatives

Doi:10.1016/0039-128X(95)00171-L
(1996)
Versatile iodination of olefins by potassium dichloroiodate(I)

Doi:10.1055/s-1995-4105
(1995)

Article Doi