StereoselectiveC-Glycosylation Reactions of Ribose Derivatives:  Electronic Effects of Five-Membered Ring Oxocarbenium Ions

Catharine H. Larsen; Brian H. Ridgway; Jared T. Shaw; Deborah M. Smith; K. A. Woerpel

doi:10.1021/ja0524043

StereoselectiveC-Glycosylation Reactions of Ribose Derivatives: Electronic Effects of Five-Membered Ring Oxocarbenium Ions

Journal of the American Chemical Society ◽

10.1021/ja0524043 ◽

2005 ◽

Vol 127 (31) ◽

pp. 10879-10884 ◽

Cited By ~ 140

Author(s):

Catharine H. Larsen ◽

Brian H. Ridgway ◽

Jared T. Shaw ◽

Deborah M. Smith ◽

K. A. Woerpel

Keyword(s):

Membered Ring ◽

Electronic Effects ◽

Oxocarbenium Ions

Nucleophilic Additions to Fused Bicyclic Five-Membered Ring Oxocarbenium Ions: Evidence for Preferential Attack on the Inside Face.

ChemInform ◽

10.1002/chin.200411062 ◽

2004 ◽

Vol 35 (11) ◽

Author(s):

Deborah M. Smith ◽

Michelle B. Tran ◽

K. A. Woerpel

Keyword(s):

Membered Ring ◽

Nucleophilic Additions ◽

Oxocarbenium Ions ◽

Inside Face

Stereochemical Reversal of Nucleophilic Substitution Reactions Depending upon Substituent: Reactions of Heteroatom-Substituted Six-Membered-Ring Oxocarbenium Ions through Pseudoaxial Conformers

Journal of the American Chemical Society ◽

10.1021/ja993366o ◽

2000 ◽

Vol 122 (1) ◽

pp. 168-169 ◽

Cited By ~ 138

Author(s):

Jan Antoinette C. Romero ◽

Sarah A. Tabacco ◽

K. A. Woerpel

Keyword(s):

Nucleophilic Substitution ◽

Membered Ring ◽

Substitution Reactions ◽

Nucleophilic Substitution Reactions ◽

Oxocarbenium Ions

ELECTRONIC EFFECTS AT α-POSITION OF DIVALENT FIVE-MEMBERED RING CARBENES: SINGLET-TRIPLET ENERGIES THROUGH DFT CALCULATIONS

Bulletin of the Chemical Society of Ethiopia ◽

10.4314/bcse.v23i1.21314 ◽

2009 ◽

Vol 23 (1) ◽

Author(s):

E. Vessally

Keyword(s):

Dft Calculations ◽

Membered Ring ◽

Electronic Effects

A Stereoelectronic Model To Explain the Highly Stereoselective Reactions of Nucleophiles with Five-Membered-Ring Oxocarbenium Ions

Journal of the American Chemical Society ◽

10.1021/ja993349z ◽

1999 ◽

Vol 121 (51) ◽

pp. 12208-12209 ◽

Cited By ~ 148

Author(s):

Catharine H. Larsen ◽

Brian H. Ridgway ◽

Jared T. Shaw ◽

K. A. Woerpel

Keyword(s):

Membered Ring ◽

Oxocarbenium Ions ◽

Stereoselective Reactions

Using Stereoelectronic Effects to Explain Selective Reactions of 4-Substituted Five-Membered Ring Oxocarbenium Ions

Organic Letters ◽

10.1021/ol0492647 ◽

2004 ◽

Vol 6 (12) ◽

pp. 2063-2066 ◽

Cited By ~ 34

Author(s):

Deborah M. Smith ◽

K. A. Woerpel

Keyword(s):

Membered Ring ◽

Stereoelectronic Effects ◽

Oxocarbenium Ions

Nucleophilic Additions to Fused Bicyclic Five-Membered Ring Oxocarbenium Ions: Evidence for Preferential Attack on the Inside Face

Journal of the American Chemical Society ◽

10.1021/ja0375176 ◽

2003 ◽

Vol 125 (46) ◽

pp. 14149-14152 ◽

Cited By ~ 74

Author(s):

Deborah M. Smith ◽

Michelle B. Tran ◽

K. A. Woerpel

Keyword(s):

Membered Ring ◽

Nucleophilic Additions ◽

Oxocarbenium Ions ◽

Inside Face

ChemInform Abstract: Diastereoselective Nucleophilic Substitution Reactions of Oxasilacyclopentane Acetals: Application of the “Inside Attack” Model for Reactions of Five-Membered Ring Oxocarbenium Ions.

ChemInform ◽

10.1002/chin.200237175 ◽

2010 ◽

Vol 33 (37) ◽

pp. no-no

Author(s):

Teresa J. Bear ◽

Jared T. Shaw ◽

K. A. Woerpel

Keyword(s):

Nucleophilic Substitution ◽

Membered Ring ◽

Substitution Reactions ◽

Nucleophilic Substitution Reactions ◽

Attack Model ◽

Oxocarbenium Ions

Electronic Effects on the cis/trans Selectivity in Formation of Isoxazolidine-Fused Eight-Membered Ring via an Intramolecular Nitrone-Alkene Cycloaddition

Chemistry of Heterocyclic Compounds ◽

10.1007/s10593-016-1938-z ◽

2016 ◽

Vol 52 (8) ◽

pp. 601-608 ◽

Cited By ~ 2

Author(s):

Jinbao Xiang ◽

Tong Zhu ◽

Qun Dang ◽

Xu Bai

Keyword(s):

Membered Ring ◽

Electronic Effects

Diastereoselective Nucleophilic Substitution Reactions of Oxasilacyclopentane Acetals: Application of the “Inside Attack” Model for Reactions of Five-Membered Ring Oxocarbenium Ions

The Journal of Organic Chemistry ◽

10.1021/jo010823m ◽

2002 ◽

Vol 67 (7) ◽

pp. 2056-2064 ◽

Cited By ~ 11

Author(s):

Teresa J. Bear ◽

Jared T. Shaw ◽

K. A. Woerpel

Keyword(s):

Nucleophilic Substitution ◽

Membered Ring ◽

Substitution Reactions ◽

Nucleophilic Substitution Reactions ◽

Attack Model ◽

Oxocarbenium Ions

Inverse stereoselectivity in the nucleophilic attack on five-membered ring oxocarbenium ions. Application to the total synthesis of 7-epi-(+)-goniofufurone

Tetrahedron ◽

10.1016/j.tet.2008.10.087 ◽

2009 ◽

Vol 65 (1) ◽

pp. 139-144 ◽

Cited By ~ 26

Author(s):

Luís Hernández-García ◽

Leticia Quintero ◽

Herbert Höpfl ◽

Martha Sosa ◽

Fernando Sartillo-Piscil

Keyword(s):

Total Synthesis ◽

Membered Ring ◽

Nucleophilic Attack ◽

Oxocarbenium Ions