Link to the University of Pittsburgh Homepage
Link to the University Library System Homepage Link to the Contact Us Form

The fragmentation of exo-5-norbornenyl-2-oxychlorocarbene: Stereochemistry and mechanism

Fu, X and Moss, RA and Sauers, RR and Wipf, P (2005) The fragmentation of exo-5-norbornenyl-2-oxychlorocarbene: Stereochemistry and mechanism. Tetrahedron Letters, 46 (24). 4265 - 4268. ISSN 0040-4039

[img] Plain Text (licence)
Available under License : See the attached license file.

Download (1kB)


The fragmentation of (S)-exo-5-norbornenyl-2-oxychlorocarbene (3) affords (S)-exo-5-norbornenyl-2-chloride (4), (R)-endo-5-norbornenyl-2-chloride (5), and (S)-3-nortricyclyl chloride (6) with varying degrees of enantiomeric excess. A weighted blend of SNi fragmentation and escape to norbornenyl/nortricyclyl ion pairs rationalizes the stereochemical results. © 2005 Elsevier Ltd. All rights reserved.


Social Networking:
Share |


Item Type: Article
Status: Published
CreatorsEmailPitt UsernameORCID
Fu, X
Moss, RA
Sauers, RR
Wipf, Ppwipf@pitt.eduPWIPF
Date: 13 June 2005
Date Type: Publication
Journal or Publication Title: Tetrahedron Letters
Volume: 46
Number: 24
Page Range: 4265 - 4268
DOI or Unique Handle: 10.1016/j.tetlet.2005.03.208
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0040-4039
Date Deposited: 18 Jul 2014 21:05
Last Modified: 22 Jun 2021 12:55


Monthly Views for the past 3 years

Plum Analytics

Actions (login required)

View Item View Item