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

SHANGHAI ARCADIA BIOTECHNOLOGY LTD.

Contact:+86-21-61353236

Address:SUITE 901, BUILDING WENSLI, 1378 LU JIA BANG RD, SHANGAHI 200011, P.R.CHINA
SuZhou Yacoo Science Co., Ltd

Contact:86-512-87182055

Address:No.128 Fangzhou Rd, Suzhou Industrial Park, China, 215125, China
Luoyang Aoda chemical Co.,Ltd.

Contact:+86-379-67518785 67516588

Address:MiaoWan industry district,YanShi City,Henan,China
Lyrin Industrial Corporation Limited

Contact:86-731-82571800

Address:Rm 2408,Asia Economy International Building,Shaoshan Road South,Yuhua District,Changsha,Hunan,China
Wuhan Shangrisyn chemicals Technology Co.,Ltd(expird)

Contact:+86-027-84466317 __ +86-15387123698

Address:wuhan - 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