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[(Indenyl)Ru(biphop‐F)] + : A Lewis Acid Catalyst That Controls both the Diene and the Dienophile Facial Selectivity in Diels–Alder Reactions
Author(s) -
Kündig E. Peter,
Saudan Christophe M.,
Alezra Valérie,
Viton Florian,
Bernardinelli Gérald
Publication year - 2001
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 - 10.1002/1521-3773(20011203)40:23<4481::aid-anie4481>3.0.co;2-a
Subject(s) - cyclopentadiene , diels–alder reaction , diene , lewis acids and bases , catalysis , acrolein , chemistry , selectivity , alder , organic chemistry , medicinal chemistry , ecology , natural rubber , biology
The indenyl roof over the chiral Lewis acid catalyst site of [(indenyl)Ru(( S , S )‐biphop‐F)] + (see picture) gives rise not only to high enantioselectivities in Diels–Alder reactions between enals and cyclopentadiene but also affects the endo / exo diastereoselectivity. The exo product is formed preferentially even with acrolein.