Changes of Stereoselectivity in Diels–Alder Reactions by Hydrophobic Solvent Effects and by β‐Cyclodextrin | Zendy

Schneider HansJörg | Zendy; Sangwan Naresh K. | Zendy

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Changes of Stereoselectivity in Diels–Alder Reactions by Hydrophobic Solvent Effects and by β‐Cyclodextrin

Author(s) -

Schneider HansJörg,

Sangwan Naresh K.

Publication year - 1987

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198708961

Subject(s) - stereoselectivity , chemistry , cyclodextrin , solvent , diels–alder reaction , aqueous solution , solvent effects , organic chemistry , adduct , catalysis

The endo/exo product ratios in Diels–Alder reactions can be changed significantly by use of aqueous solvents. The diastereoselectivity can be described as a quantitative function of solvent‐solvophobicity parameters. In some cases, addition of β‐cyclodextrin effects, even more drastic changes in the endo/exo ratio as well as the formation of chiral Diels–Alder adducts.

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