SYNTHESIS OF AXIALLY DISSYMMETRIC 3,5-OCTADIENE FRAMEWORK WITH C2 CHIRALITY VIA PALLADIUM(II)-CATALYZED TWOFOLD SIGMATROPIC REARRANGEMENT

DOI: 10.1016/S0040-4039(00)86676-9

Source and publish data:

Tetrahedron Letters p. 1157 - 1160 (1988)

Update date:2022-08-05

Topics:

Authors:

Saito, Seiki

Hamano, Shin-ichi

Moriyama, Hiroshi

Okada, Keiji

Moriwake, Toshio

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

Article abstract of DOI:10.1016/S0040-4039(00)86676-9

Palladium(II)-catalyzed <3,3>sigmatropic rearrangement of (4R,5R)-4,5-(bisacetoxy)-1,8-(bisbenzyloxy)-2(E),6(E)-octadiene has proceeded convergently to give (2S,7S)-2,7-(bisacetoxy)-1,8-(bisbenzyloxy)-3(E),5(E)-octadiene, translating the original chirality completely to the migration termini, which constitutes a novel synthesis of optically pure 3,5-octadiene with C₂ chirality.

Full text of DOI:10.1016/S0040-4039(00)86676-9

Products guided by the article

Product name:(4S,5S)-1,8-di-O-benzyl-2E,6E-octadiene-1,4,5,8-tetraol

Cas No:118508-99-9

R&D Labs maybe for 118508-99-9

Sichuan Sangao Biochemical Co., Ltd

Contact:+86-28-84874233

Address:19F, Bldg.2, Shudu Center, Tianfu 2nd St., Hi-tech zone, Chengdu 610041, Sichuan Province, China.
SPE Chemicals Co.,Ltd

Contact:

Address:ROOM 1715, No#345 Jin Xiang Road, Pudong District
WD Silicone Co., Ltd

Contact:+86-27-87204219, +86-27-87215023

Address:2402, HuiGu Space-time Building, 8 Forest Road, East Lake Hi-Tech Development Zone
Kaiping Genuine Biochemical Pharmaceutical Co.,Ltd.

Contact:+86-750-2881198

Address:No.1, Xinke Road, Shatang Town, Kaiping, Guangdong Province, P.R.China
Taizhou Shengxing Chempharm Co.,Ltd

Contact:+86-576-88516600

Address:Yantou Chemical Zone Jiaojiang Taizhou Zhejiang China

Relevant to this article

Effective control of ligation and geometric isomerism: direct comparison of steric properties associated with bis-mesityl and bis-diisopropylphenyl m-terphenyl isocyanides

Doi:10.1021/ic9010828
(2009)
Design and synthesis of novel 2-phenylaminopyrimidine (PAP) derivatives and their antiproliferative effects in human chronic myeloid leukemia cells

Doi:10.3390/molecules14104166
(2009)
An efficient catalyst system for Pd-catalyzed amination of [2.2]paracyclophanyl bromides

Doi:10.1021/jo901310a
(2009)
Mechanistic study of the sPLA₂-mediated hydrolysis of a thio-ester pro anticancer ether lipid

Doi:10.1021/ja901412j
(2009)
Synthesis of undecaprenyl pyrophosphate-linked glycans as donor substrates for bacterial protein N-glycosylation

Doi:10.1016/j.tet.2009.06.032
(2009)
Palladium-catalyzed intermolecular desulfinylative cross-coupling of heteroaromatic sulfinates

Doi:10.1002/chem.201204201
(2013)

Article Doi