Enantioselective Gold(I)‐Catalyzed Intramolecular (4+3) Cycloadditions of Allenedienes | Zendy

Alonso Isaac | Zendy; Faustino Hélio | Zendy; López Fernando | Zendy; Mascareñas José L. | Zendy

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Enantioselective Gold(I)‐Catalyzed Intramolecular (4+3) Cycloadditions of Allenedienes

Author(s) -

Alonso Isaac,

Faustino Hélio,

López Fernando,

Mascareñas José L.

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201105815

Subject(s) - enantioselective synthesis , intramolecular force , allene , cycloaddition , phosphoramidite , catalysis , chemistry , combinatorial chemistry , stereochemistry , computer science , organic chemistry , dna , biochemistry , oligonucleotide

Allene‐tethered dienes ( 1 ) undergo an intramolecular and highly enantioselective (4+3) cycloaddition when treated with suitable chiral phosphoramidite/gold(I) catalysts (see scheme; Ar=9‐anthracenyl). The reactions provide synthetically relevant [5.3.0] and [5.4.0] fused bicyclic systems 2 with good yields, complete diastereocontrol, and excellent enantioselectivities.

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