Reductive Lithiation of Alkyl 2-Thiopyridyl Ethers to Generate Optically Pure α-Alkoxylithium Reagents

DOI: 10.1016/0040-4039(94)85008-9

Source and publish data:

Tetrahedron Letters p. 6799 - 6802 (1994)

Update date:2022-08-04

Topics:

Authors:

Rychnovsky, Scott D.

Plzak, Kevin

Pickering, Dacia

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

Article abstract of DOI:10.1016/0040-4039(94)85008-9

Enantiomerically pure 4-lithio-2-alkyl-1,3-dioxanes, 11 and 13 were prepared by reductive lithiation of alkyl 2-thiopyridyl ether 10, which was in turn prepared by Barton radical decarboxylation of the homogenous acid.The optical activity was introduced by chirality transfer to and from the stereogenic acetal center. - Keywords - reductive lithiation; acetals; chirality transfer; thiopyridyl; radical decarboxylation.

Full text of DOI:10.1016/0040-4039(94)85008-9

Products guided by the article

Product name:(3S)-1,3-DIOXANE-2-METHYL-4-CARBOXYLIC ACID

Cas No:158817-45-9

R&D Labs maybe for 158817-45-9

Xi'an North Information Industry Co., Ltd. Weilv Chemical Department

Contact:+86-29-88156413

Address:Jixiang Road 99 Xi'an Shaanxi Province
Weifang Adde Economic And Trade Co.,LTD.

Contact:86-536-8885548

Address:Room 1402,Wanda Plaza B Block,No.958,Yuanfei Road,Kuiwen District
Jining tiansheng chemical co.,ltd.

Contact:+86-537-5158722

Address:ROOM 1011, BLOCK B, CUIDU INTERNATIOAL BUSINESS CENTER, JINING CITY, CHINA
HangZhou HuaYe Chemical Technology Co.,Ltd

Contact:+86-13505815007

Address:hangzhou
Mollt Biochem Co., Ltd(expird)

Contact:+86-21-38682181

Address:shanghai ,china

Relevant to this article

Spring-loaded Iron(II) complexes as magnetogenic probes reporting on a chemical analyte in water

Doi:10.1002/ejic.201403183
(2015)
New diastereospecific synthesis of 2′,3′-dideoxy-2′- or 3′-C₂-branched- or 2′,3′-α-fused-isoxazolidine nucleosides directly from the seconucleoside

Doi:10.1016/S0040-4020(01)90437-5
(1994)
Highly diastereoselective alkylation of perhydropyrimidin-4-ones directed toward the synthesis of α-substituted β-amino acids. 2

Doi:10.1021/jo00103a020
(1994)
Facile functionalization at the C2 position of a highly substituted benzofuran

Doi:10.1016/j.tetlet.2014.02.051
(2014)
Metal-free synthesis of cyclic and acyclic carbonates from CO₂ and alcohols

Doi:10.1002/ejoc.201400031
(2014)
Preparation of both enantiomers of 2-methyl-3-hydroxythioesters based on chiral Lewis acid-controlled synthesis

Doi:10.1016/0040-4020(96)00251-7
(1996)

Article Doi