1581705-16-9Relevant academic research and scientific papers
Stereoselective Construction of 2,8-Dioxabicyclo[3.3.1]nonane/nonene Systems from 3-C-Branched Glycals
Reddy, Gadi Madhusudhan,Sridhar, Perali Ramu
, p. 1496 - 1504 (2015/10/05)
A stereoselective approach for the formation of 2,8-dioxabicyclo[3.3.1]nonane/nonene frameworks through the formation of 3-C-branched glycals encompassing the Claisen rearrangement of the carbohydrate-derived allyl-vinyl ethers and TMSOTf-catalyzed acetalization reactions as key steps is revealed. A novel acetalization of 3-C-branched glycals with a tentative mechanism is proposed. The expedient protocol is evaluated by synthesizing a number of 2,8-dioxabicyclo[3.3.1]nonane/nonene architectures.
Stereoselective construction of 2,8-dioxabicyclo[3.3.1]nonane/nonene systems from 3-C-branched glycals
Reddy, Gadi Madhusudhan,Sridhar, Perali Ramu
, p. 1496 - 1504 (2014/03/21)
A stereoselective approach for the formation of 2,8-dioxabicyclo[3.3.1] nonane/nonene frameworks through the formation of 3-C-branched glycals encompassing the Claisen rearrangement of the carbohydrate-derived allyl-vinyl ethers and TMSOTf-catalyzed acetalization reactions as key steps is revealed. A novel acetalization of 3-C-branched glycals with a tentative mechanism is proposed. The expedient protocol is evaluated by synthesizing a number of 2,8-dioxabicyclo[3.3.1]nonane/nonene architectures. An efficient, stereoselective intramolecular acetalization of 3-C-branched glycal derivatives to provide 2,8-dioxabicyclo[3.3.1]nonane/nonene frameworks is described. The generality of the reaction is investigated and a plausible mechanism is postulated. Copyright
