Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes | Zendy

Tao Daniel J. | Zendy; Muuronen Mikko | Zendy; Slutskyy Yuriy | Zendy; Le Alexander | Zendy; Furche Filipp | Zendy; Overman Larry E. | Zendy

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Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes

Author(s) -

Tao Daniel J.,

Muuronen Mikko,

Slutskyy Yuriy,

Le Alexander,

Furche Filipp,

Overman Larry E.

Publication year - 2016

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201601957

Subject(s) - radical , chemistry , acetonide , nucleophile , hydrogen bond , coupling (piping) , photochemistry , medicinal chemistry , stereochemistry , organic chemistry , catalysis , molecule , materials science , metallurgy , medicine , surgery , triamcinolone acetonide

The stereochemical outcome of reactions of chiral nucleophilic trisubstituted acetonide radicals with electron‐deficient alkenes is dictated by a delicate balance between destabilizing non‐bonding interactions and stabilizing hydrogen‐bonding between substituents on the α and β carbons.

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