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Modular chiral gold(i) phosphite complexes†Electronic supplementary information (ESI) available: Experimental results and NMR data. CCDC 933751 (L11(AuCl)), 933752 (L12(AuCl)a), 933753 (L9(AuCl)), 933754 (L10(AuCl)), 933756 (L8(AuCl)), 933757 (L12(AuCl)e). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c3cy00250kClick here for additional data file.Click here for additional data file.

Delpont N, Escofet I, Pérez-Galán P, Spiegl D, Raducan M, Bour C, Sinisi R, Echavarren AM - Catal Sci Technol (2013)

Bottom Line: Chiral gold(i) phosphite complexes are readily prepared modularly from 3,3'-bis(triphenylsilyl)-1,1'-bi-2-naphthol.These chiral gold(i) phosphite complexes are very reactive precatalysts for the [4+2] cycloaddition of aryl-substituted 1,6-enynes with enantiomeric ratios ranging from 86 : 14 up to 94 : 6.

View Article: PubMed Central - PubMed

Affiliation: Institute of Chemical Research of Catalonia (ICIQ) , Av. Països Catalans 16 , 43007 Tarragona , Spain . Email: aechavarren@iciq.es.

ABSTRACT

Chiral gold(i) phosphite complexes are readily prepared modularly from 3,3'-bis(triphenylsilyl)-1,1'-bi-2-naphthol. These chiral gold(i) phosphite complexes are very reactive precatalysts for the [4+2] cycloaddition of aryl-substituted 1,6-enynes with enantiomeric ratios ranging from 86 : 14 up to 94 : 6.

No MeSH data available.


Gold(i)-catalyzed [4+2] cycloaddition of 1,6-enynes 1 and the structures of pycnanthuquinones A–C.
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sch1: Gold(i)-catalyzed [4+2] cycloaddition of 1,6-enynes 1 and the structures of pycnanthuquinones A–C.

Mentions: We have developed a general gold(i)-catalysed cycloisomerization of substrates 1 by formal [4+2] cycloaddition of arylalkynes with alkenes to form stereospecific cycloadducts 2,20 with the core structure of pycnanthuquinones (Scheme 1).21–23


Modular chiral gold(i) phosphite complexes†Electronic supplementary information (ESI) available: Experimental results and NMR data. CCDC 933751 (L11(AuCl)), 933752 (L12(AuCl)a), 933753 (L9(AuCl)), 933754 (L10(AuCl)), 933756 (L8(AuCl)), 933757 (L12(AuCl)e). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c3cy00250kClick here for additional data file.Click here for additional data file.

Delpont N, Escofet I, Pérez-Galán P, Spiegl D, Raducan M, Bour C, Sinisi R, Echavarren AM - Catal Sci Technol (2013)

Gold(i)-catalyzed [4+2] cycloaddition of 1,6-enynes 1 and the structures of pycnanthuquinones A–C.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4317972&req=5

sch1: Gold(i)-catalyzed [4+2] cycloaddition of 1,6-enynes 1 and the structures of pycnanthuquinones A–C.
Mentions: We have developed a general gold(i)-catalysed cycloisomerization of substrates 1 by formal [4+2] cycloaddition of arylalkynes with alkenes to form stereospecific cycloadducts 2,20 with the core structure of pycnanthuquinones (Scheme 1).21–23

Bottom Line: Chiral gold(i) phosphite complexes are readily prepared modularly from 3,3'-bis(triphenylsilyl)-1,1'-bi-2-naphthol.These chiral gold(i) phosphite complexes are very reactive precatalysts for the [4+2] cycloaddition of aryl-substituted 1,6-enynes with enantiomeric ratios ranging from 86 : 14 up to 94 : 6.

View Article: PubMed Central - PubMed

Affiliation: Institute of Chemical Research of Catalonia (ICIQ) , Av. Països Catalans 16 , 43007 Tarragona , Spain . Email: aechavarren@iciq.es.

ABSTRACT

Chiral gold(i) phosphite complexes are readily prepared modularly from 3,3'-bis(triphenylsilyl)-1,1'-bi-2-naphthol. These chiral gold(i) phosphite complexes are very reactive precatalysts for the [4+2] cycloaddition of aryl-substituted 1,6-enynes with enantiomeric ratios ranging from 86 : 14 up to 94 : 6.

No MeSH data available.