Borane/Bu2BOTf: A mild reagent for the regioselective reductive ring opening of benzylidene acetals in carbohydrates

DOI: 10.1016/S0040-4039(97)10599-8

Source and publish data:

Tetrahedron Letters p. 355 - 358 (1998)

Update date:2022-08-03

Topics:

Authors:

Jiang, Lu

Chan, Tak-Hang

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

Article abstract of DOI:10.1016/S0040-4039(97)10599-8

BH₃/Bu₂OTf is an effective reagent to reductively cleave 4,6-O-benzylidene acetals of various hexopyranosides to the corresponding 4-O-benzyl ethers. 4,6-O-Isopropylidene acetals can be similarly cleaved. Common protecting groups are

Full text of DOI:10.1016/S0040-4039(97)10599-8

Products guided by the article

Product name:(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-ol

Cas No:86172-90-9

R&D Labs maybe for 86172-90-9

ClickChem Technology Co., Limited

Contact:+86-0310-6519966/0531-52893837

Address:No.750 Shunhua Road, High-Tech Zone, Jinan city, Shandong China
Nantong LiKai Chemical Co.,Ltd

Contact:+86-513-89068669

Address:Jincheng Science Park
Huangshi Meifeng Chemical Co.,ltd.

Contact:+86-714-6516706

Address:1941-4-3#,Hubin Avenue,Huangshi,Hubei,China
Qingdao Kylin Trading Co., Ltd.

Contact:0086-532-68979884/58972912/68972263/65/88171519

Address:Room 2308,A building International Trade Center No.230 Changjiang Middle Road of Qingdao Economic Development Zone,Shandong,China.
Hunan Haili Chemical Industry Co.,Ltd.

Contact:+86-731-85521860

Address:No.251, 2nd Section, Furong Road, Changsha,Hunan,China

Relevant to this article

4,5-Didehydro-7-silyloxymethyl-2-oxepanone and formal total syntheses of Hagen's gland lactones and trans-kumausynes

Doi:10.1016/j.tetlet.2006.08.059
(2006)
A simplified synthesis of 8-substituted purine nucleosides via lithiation of 6-chloro-9-(2,3-O-isopropylidene-β-D-ribofuranosyl)purine

Doi:10.1248/cpb.31.787
(1983)
Catalytic ester-amide exchange using group (IV) metal alkoxide-activator complexes

Doi:10.1021/ja0527976
(2005)
FACILE REDUCTION OF CARBON DIOXIDE, CARBONYL SULFIDE, AND CARBON DISULFIDE BY COPPER(I) BOROHYDRIDE. X-RAY CRYSTAL STRUCTURE OF THE COMPLEX <(triphos)Cu(O2CH)>

Doi:10.1016/0022-328X(83)85031-1
(1983)
Well-defined iron catalysts for the acceptorless reversible dehydrogenation-hydrogenation of alcohols and ketones

Doi:10.1021/cs5009656
(2014)
Convenient phosphorus tribromide induced syntheses of substituted 1-arylmethylnaphthalenes from 1-tetralone derivatives

Doi:10.1016/j.tetlet.2005.06.016
(2005)

Article Doi