Reinvestigation of the Lewis Acid-mediated Reaction of 3-Aryl-substituted Allyltin Reagents toward Aldehydes. Divergent Stereocontrol of the Product by Lewis Acids

DOI: 10.1246/cl.1994.1429

Source and publish data:

Chemistry Letters p. 1429 - 1432 (1994)

Update date:2022-07-29

Topics: Lewis acid Aldehyde Stereocontrol Reaction Divergent

Authors:

Nishigaichi, Yutaka

Takuwa, Akio

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

Article abstract of DOI:10.1246/cl.1994.1429

3-Arylallyltin reagents including cinnamyltin stereoselectively gave anti-adducts in the ZnCl2-mediated reaction toward aldehydes in a donating solvent via the 6-membered cyclic transition state.In contrast, the BF3-mediated reaction gave syn-adducts via

Full text of DOI:10.1246/cl.1994.1429

Products guided by the article

Product name:(±)-(2R,3S)-3-phenylpent-4-en-2-ol

Cas No:124844-76-4

R&D Labs maybe for 124844-76-4

Taimai Sanluck Pharmaceutical Co.,Ltd

Contact:86-592-7662921

Address:8D,No.186,Huarong Road,Huli,Xiamen,China
Jiangsu King Road New Materials Co., Ltd.

website:http://www.jskingroad.com

Contact:0519-85720726 0519-85720721 13584535752

Address:No.1,Weihua Road,Xinbei District,Changzhou City,Jiangsu Province
Reliable Pharma Technology (Shanghai) Co., Ltd.

Contact:0086-21-67676847-8008

Address:Lane 1500, No.68, Xinfei Road, Songjiang District, Shanghai, 201611, P.R.China.
Chengdu Youngshe Chemical Co.,Ltd

Contact:+86-28-62328193

Address:6,23th FL,Building 1,No 666,Jitai Rd,New and Hi-tech zone,Chengdu,China
Shandong Jincheng Zhonghua Bio-pharmaceutical Co.,Ltd

Contact:+86-533-5415882

Address:Zichuan Economic Development Zone,Zibo City,Shandong Province,China

Relevant to this article

Hydroxamate anchors for improved photoconversion in dye-sensitized solar cells

Doi:10.1021/ic4010856
(2013)
Mechanistic Studies of Diastereoselective Cyclopropanation via Homochiral Ketals. 1. Dioxolane Structural Effects

Doi:10.1021/jo00294a016
(1990)
Efficient construction of highly substituted and stereodefined cis-fused lactones

Doi:10.1002/ejoc.201000556
(2010)
Tandem suzuki-miyaura cross-coupling/dehydrobromination of 1,1-dibromoalkenes to alkynes with a cyclobutene-1,2-diylbis(imidazolium) salt as catalyst precursor

Doi:10.1055/s-0029-1218848
(2010)
Enantioselective aldol reaction of α-ketoester and Cyclopentaone catalyzed by L-proline

Doi:10.1002/cjoc.201090122
(2010)
Ruthenium-catalyzed regioselective reactions of nitriles and 1,3-dicarbonyl compounds with terminal alkynes ¹

Doi:10.1055/s-0029-1218373
(2009)

Article Doi