Regiospecific 4,6-functionalization of pyranosides via dimethylboron bromide-mediated cleavage of phthalide orthoesters

DOI: 10.1021/ja00106a021

Source and publish data:

Journal of the American Chemical Society p. 177 - 183 (1995)

Update date:2022-09-26

Topics: Functionalization Cleavage Selective Reaction Regiospecific Pyranosides Mediated Reaction

Authors:

Arasappan, Ashok

Fuchs Fuchs

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

Article abstract of DOI:10.1021/ja00106a021

An efficient strategy for regiocontrolled differentiation of the 4,6-positions of pyranosides has been developed using dimethylboron bromide-mediated cleavage of phthalide orthoesters. The reaction proceeds under mild conditions, is tolerant of additional

Full text of DOI:10.1021/ja00106a021

Products guided by the article

Product name:2-Azidomethyl-benzoic acid (2R,3S,4R,5R,6S)-4-acetoxy-5-acetylamino-6-allyloxy-2-hydroxymethyl-tetrahydro-pyran-3-yl ester

Cas No:165805-38-9

R&D Labs maybe for 165805-38-9

TC CHEMICALS CO.,LTD

Contact:0550-7041128 0550-7090578

Address:Wangdian Street,Xinjie Town
Changyi Xinxing Technology Development Co., Ltd.

Contact:0086-510-86651065(Time Zone:8),86651656

Address:94 Yingbinxilu WestRoad, Huangtu Town, Jiangyin City, Jiangsu, China
Shanghai He Yang International Trading Co., Ltd.

Contact:+86-21-52043598

Address:Room 816, Blag.5, No.58 Huachi Road
SHENZHEN PENGCHENG REDSTAR INDUSTRY CO.,LTD

Contact:+86-755-82412922

Address:Room 8066, East Block, Square City, Jiabin Road, Luohu District
Nanjing Fayekong Chemcial Co.,Ltd(expird)

Contact:86-25-58813444

Address:Rm 1503, Unit 1, Building 5, Zijinnanyuan, Nanjing, Jiangsu, China

Relevant to this article

Doi:10.1021/ja01300a054
(1936)
Synthesis and bioactivity evaluation of brassinosteroid analogs

Doi:10.1016/S0039-128X(00)00093-3
(2000)
Total synthesis of indole-3-acetonitrile-4-methoxy-2-C-β-d- glucopyranoside. Proposal for structural revision of the natural product

Doi:10.1039/c2ob25821h
(2012)
A NOVEL DIASTEREOSELECTIVE SYNTHESIS OF CHIRAL, NON-RACEMIC UNSYMMETRICAL THIOACETALS USING SILICON-INDUCED PUMMERER-TYPE REACTION

Doi:10.1016/0040-4039(94)02178-E
(1995)
Discovery of novel type II c-Met inhibitors based on BMS-777607

Doi:10.1016/j.ejmech.2014.04.056
(2014)
Synthesis, cytotoxicity against human oral cancer KB cells and structure-activity relationship studies of trienone analogues of curcuminoids

Doi:10.1016/j.bmcl.2014.04.105
(2014)

Article Doi