Literature DB >> 15176819

Using stereoelectronic effects to explain selective reactions of 4-substituted five-membered ring oxocarbenium ions.

Deborah M Smith1, K A Woerpel.   

Abstract

[reaction: see text] The utility of the inside attack model to predict and analyze the stereoselectivities of nucleophilic additions to complex five-membered ring oxocarbenium ions is demonstrated in a systematic study of C-4-substituted acetals.

Entities:  

Mesh：

Substances：

Year:  2004        PMID： 15176819     DOI： 10.1021/ol0492647

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Two Remarkable Epimerizations Imperative for the Success of an Asymmetric Total Synthesis of (+)-Aigialospirol.

Authors:  Ruth Figueroa; John B Feltenberger; Christle C Guevarra; Richard P Hsung
Journal:  Sci China Chem       Date:  2011-01-01       Impact factor: 9.445

2.  Lewis Base Catalyzed, Sulfenium Ion Initiated Enantioselective, Spiroketalization Cascade.

Authors:  Kimberly M Hilby; Scott E Denmark
Journal:  J Org Chem       Date:  2021-10-21       Impact factor: 4.354

3.  Trapping Hemiacetals with Phosphono Substituted Palladium π-Allyl Complexes for the Synthesis of Substituted Cyclic Ethers.

Authors:  Nongnuch Sutivisedsak; Surendra Dawadi; Christopher D Spilling
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

4.  Nucleophilic addition to silyl-protected five-membered ring oxocarbenium ions governed by stereoelectronic effects.

Authors:  Vi Tuong Tran; K A Woerpel
Journal:  J Org Chem       Date:  2013-06-24       Impact factor: 4.354

5.  Nucleophilic addition of organozinc reagents to 2-sulfonyl cyclic ethers: stereoselective synthesis of manassantins A and B.

Authors:  Hyoungsu Kim; Amanda C Kasper; Eui Jung Moon; Yongho Park; Ceshea M Wooten; Mark W Dewhirst; Jiyong Hong
Journal:  Org Lett       Date:  2009-01-01       Impact factor: 6.005
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.