Diastereoselective 1,3-dipolar cycloaddition of pyrylium ylides with chiral enamides


Autoria(s): Tchabanenko, Kirill; Sloan, Colleen; Bunetel, Yves-Mael; Mullen, Philip
Data(s)

2012

Resumo

Chiral enamides5f-i were found to react with pyrylium ylides to give cycloadducts 6d-i in good yields with an excellent level of stereoselectivity. The chiral auxiliary was successfully removed on hydrogenolysis of compound 6f in continuous flow (H-Cube) resulting in the first asymmetric synthesis of complex amine 8.

Formato

application/pdf

Identificador

http://pure.qub.ac.uk/portal/en/publications/diastereoselective-13dipolar-cycloaddition-of-pyrylium-ylides-with-chiral-enamides(e12fcbdb-6f01-4f90-b316-d7e84a0bb86a).html

http://dx.doi.org/10.1039/c2ob07007c

http://pure.qub.ac.uk/ws/files/5400921/Diastereoselective_1_3_dipolar_cycloaddition_of_pyrylium_ylides_with_chiral.pdf

Idioma(s)

eng

Direitos

info:eu-repo/semantics/openAccess

Fonte

Tchabanenko , K , Sloan , C , Bunetel , Y-M & Mullen , P 2012 , ' Diastereoselective 1,3-dipolar cycloaddition of pyrylium ylides with chiral enamides ' Organic and Biomolecular Chemistry , vol 10 , no. 21 , pp. 4215-4219 . DOI: 10.1039/c2ob07007c

Palavras-Chave #/dk/atira/pure/subjectarea/asjc/1600/1606 #Physical and Theoretical Chemistry #/dk/atira/pure/subjectarea/asjc/1600/1605 #Organic Chemistry #/dk/atira/pure/subjectarea/asjc/1300/1303 #Biochemistry
Tipo

article