Is a hydrogen bonded carbene an intermediate in the organoaluminum-induced ring opening of pyranosides?
(1997) In Tetrahedron Letters 38(32). p.5701-5704- Abstract
Semiempirical and ab initio quantum chemical computations indicate that the intermediate formed prior to the selectivity-determining methyl transfer step in the reaction between glycosides and trimethylaluminum is a strongly hydrogen-bended equilibrium OH...C = O-H...C, which is proposed to be an important selectivity promoting factor in the alkyl transfer reaction.
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https://lup.lub.lu.se/record/de62cb7e-a5ab-4a33-88d1-a6aed2ae2f01
- author
- Olsson, Roger LU ; Berg, Ulf LU and Frejd, Torbjörn LU
- organization
- publishing date
- 1997-08-01
- type
- Contribution to journal
- publication status
- published
- in
- Tetrahedron Letters
- volume
- 38
- issue
- 32
- pages
- 4 pages
- publisher
- Elsevier
- external identifiers
-
- scopus:0030843287
- ISSN
- 0040-4039
- DOI
- 10.1016/S0040-4039(97)01250-1
- language
- English
- LU publication?
- yes
- id
- de62cb7e-a5ab-4a33-88d1-a6aed2ae2f01
- date added to LUP
- 2019-10-02 10:49:43
- date last changed
- 2022-02-01 01:07:44
@article{de62cb7e-a5ab-4a33-88d1-a6aed2ae2f01, abstract = {{<p>Semiempirical and ab initio quantum chemical computations indicate that the intermediate formed prior to the selectivity-determining methyl transfer step in the reaction between glycosides and trimethylaluminum is a strongly hydrogen-bended equilibrium OH...C = O-H...C, which is proposed to be an important selectivity promoting factor in the alkyl transfer reaction.</p>}}, author = {{Olsson, Roger and Berg, Ulf and Frejd, Torbjörn}}, issn = {{0040-4039}}, language = {{eng}}, month = {{08}}, number = {{32}}, pages = {{5701--5704}}, publisher = {{Elsevier}}, series = {{Tetrahedron Letters}}, title = {{Is a hydrogen bonded carbene an intermediate in the organoaluminum-induced ring opening of pyranosides?}}, url = {{http://dx.doi.org/10.1016/S0040-4039(97)01250-1}}, doi = {{10.1016/S0040-4039(97)01250-1}}, volume = {{38}}, year = {{1997}}, }