Regioselectivity and stereoselectivity of nucleophilic addition to glycal and imino-glycal vinyl epoxides and their carba analogs: a rationalization based on HSAB theory and MEP-Reference-Cited by-同舟云学术

Regioselectivity and stereoselectivity of nucleophilic addition to glycal and imino-glycal vinyl epoxides and their carba analogs: a rationalization based on HSAB theory and MEP

Published:2015-12-22 Issue:5 Volume:29 Page:234-243
ISSN:0894-3230
Container-title:Journal of Physical Organic Chemistry
language:en
Short-container-title:J. Phys. Org. Chem.

Author:

Favero Lucilla¹,Crotti Paolo¹,Di Bussolo Valeria¹,Napolitano Elio²

Affiliation:

1. Dipartimento di Farmacia; Università di Pisa; sede via Bonanno 33 56126 Pisa Italy

2. Scuola Normale Superiore di Pisa; Piazza Dei Cavalieri 7 56127 Pisa Italy

Funder

University of Pisa

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

Link

http://onlinelibrary.wiley.com/wol1/doi/10.1002/poc.3525/fullpdf

Reference58 articles.

1. Regio- and Stereoselectivity of the Addition of O-, S-, N-, and C-Nucleophiles to the β Vinyl Oxirane Derived from d-Glucal

2. Synthesis of diastereoisomeric 6-deoxy-d-allal- and 6-deoxy-d-galactal-derived allyl epoxides and examination of the regio- and stereoselectivity in nucleophilic addition reactions. Comparison with the corresponding 6-O-functionalized allyl epoxides

3. Aminolysis of glycal-derived allyl epoxides and activated aziridines. Effects of the absence of coordination processes on the regio- and stereoselectivity

4. Stereoselective Synthesis of 2,3-Unsaturated-aza-O-glycosides via New Diastereoisomeric N-Cbz-imino Glycal-Derived Allyl Epoxides

5. Synthesis of 6-deoxy-N-Cbz-d,l-iminoglycal-derived vinyl epoxides and examination of their regio- and stereoselectivity in nucleophilic addition reactions

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1. Addition Reactions;Organic Reaction Mechanisms · 2016;2020-01-13

2. Enantiopure cis- and trans-2,5-disubstituted-2,5-dihydrofurans from d-allal- and d-galactal-derived vinyl epoxides;Tetrahedron;2019-08

3. Synthesis of Highly Functionalized Allylic Alcohols from Vinyl Oxiranes and N-Tosylhydrazones via a Tsuji–Trost-Like “Palladium–Iodide” Catalyzed Coupling;Organic Letters;2018-10-18