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

Hangzhou Zhenghan Biological Technology Co., Ltd.

Contact:86-571-88781753

Address:liangzhu yuhang hangzhou city
SuZhou Hua-Emy Chemical Import and Export Co., LTD.

Contact:+86-512-88804994; +86-512-88804550;

Address:710, Building B, International Trade Center, 12 Huanghelu, Changshu, Jiangsu,China
Shanghai Taibao Pharmaceutical Technology Co., Ltd(expird)

Contact:021-52217366

Address:shanghai
Jinan Kaypharm Chemical Co.,Ltd

Contact:86-0531-86986780

Address:Room101,No189-2,Huayuan Road,Jinan City,Shandong Province
Sinochem Jiangsu Co.,Ltd.

Contact:86-25-51817806

Address:No. 216, middle longpan road, jincheng tower, floor 21-22, nanjing ,china

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