275825-05-3Relevant academic research and scientific papers
Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
Liu, Yiyang,Liniger, Marc,McFadden, Ryan M.,Roizen, Jenny L.,Malette, Jacquie,Reeves, Corey M.,Behenna, Douglas C.,Seto, Masaki,Kim, Jimin,Mohr, Justin T.,Virgil, Scott C.,Stoltz, Brian M.
, p. 2501 - 2512 (2015/02/19)
Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of "classic" natural product target molecules. This publication highlights recent methods for setting quaternary and tetrasubstituted tertiary carbon stereocenters to address the synthetic hurdles encountered over many decades across multiple compound classes spanning carbohydrate derivatives, terpenes, and alkaloids. These enantioselective methods will impact both academic and industrial settings, where the synthesis of stereogenic quaternary carbons is a continuing challenge.
Stereoselective alkylation of allylic alcohols: Tandem ethylation and functionalization
Das, Pragna Pratic,Lysenko, Ivan L.,Cha, Jin Kun
, p. 9459 - 9461 (2011/11/07)
A versatile formal SN2 alkylation of allylic alcohols has been devised by means of the Kulinkovich reagent and in situ elaboration of the presumed alkyltitanium intermediates with electrophiles (see scheme). The utility of this method has been
Concise asymmetric synthesis of dysidiolide
Takahashi, Masato,Dodo, Kosuke,Hashimoto, Yuichi,Shirai, Ryuichi
, p. 2111 - 2114 (2007/10/03)
The cdc25A protein phosphatase inhibitor dysidiolide (1) has been synthesized via intermolecular Diels-Alder reaction of the triene 4 with crotonaldehyde and construction of a quaternary carbon center by methylation of the exocyclic enolate. (C) 2000 Elsevier Science Ltd.
