Stereospecific, R2AlCl-Promoted Intramolecular Ene Reaction of a 1,6-Dienoate: Evidence for a Concerted Mechanism

DOI: 10.1002/hlca.19840670312

Source and publish data:

Helvetica Chimica Acta p. 730 - 738 (1984)

Update date:2022-09-26

Topics: Stereospecific Concerted Mechanism

Authors:

Oppolzer, Wolfgang

Mirza, Sohail

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

Article abstract of DOI:10.1002/hlca.19840670312

Treatment of the 83percent-trans-13CH3-labelled 1,6-dienoate 7 with Et2AlCl at -78 deg C provided in high yield the ene product 9 containing 83percent 13C localized in the olefinic C(8)-methylene group.Accordingly, H-transfer occurs exclusively from the trans-methyl group of 7, consistent with a concerted ene process 7->9 thereby ruling out an intermediate cation 8 (Scheme 4).

Full text of DOI:10.1002/hlca.19840670312

Products guided by the article

Product name:2,2-Pyrrolidinedicarboxylic acid, 3-(2-ethoxy-2-oxoethyl)-4-(1-methylethenyl)-1-(trifluoroacetyl)-, diethyl ester, trans-

Cas No:76699-05-3

R&D Labs maybe for 76699-05-3

zhengzhou Triz Pharma-Tech Co., Ltd

website:http://www.Trizpharma-tech.com

Contact:+86-0371-86597269，53392065

Address:High-tech Industrial Development Zone, Zhengzhou City, NO.7 Holly Street
lianyungang jinkang pharmaceutical technology co., ltd.

Contact:008651885445517

Address:Jinshan industrial park, Ganyu county, Lianyungang, Jiangsu Province, 222115, China
Brichem ( Haikou ) Co. Ltd.

Contact:86-898-65311214

Address:Room 102, BLDG. 68 Jiangnan City, No. 66 Heping Road,Haikou, Hainan, China
Hubei Lingsheng Pharmaceuticals Co., Ltd.

Contact:+86-0710-3538058

Address:Xiangyang City Xiangcheng Economic Development Zone, Hubei Province
Guangxi Bonger Pharmaceutical Co., Ltd

website:http://napo.lookchem.com/

Contact:+86-18817331185

Address:Donghai Industrial Zone, Tiandong Country,Guangxi,China

Relevant to this article

Studies on the synthesis of compounds related to adenosine 3',5'-cyclic phosphate. VII. Synthesis and cardiac effects of N⁶,N⁶-dialkyl adenosine 3',5'-cyclic phosphates

Doi:10.1248/cpb.38.3147
(1990)
Reaction of arylhalodiazirines with thiophenoxide: A redox process

Doi:10.1021/ja00070a003
(1993)
Reactivity studies on 2,3,4,5-tetraethyl-1,6-diiodo-2,3,4,5-tetracarba-nido hexaborane(6): Synthesis and structures of new C₄B₂ nido-carborane derivatives

Doi:10.1002/ejic.200300938
(2004)
Doi:10.1016/0040-4020(80)85044-7
(1980)
DMT1 Inhibitors Kill Cancer Stem Cells by Blocking Lysosomal Iron Translocation

Doi:10.1002/chem.202000159
(2020)
Selective functionalization of amino acids in water: A synthetic method via catalytic C-H bond activation [17]

Doi:10.1021/ja016280f
(2001)

Article Doi