Intramolecular Consecutive Dehydro‐Diels–Alder Reaction for the Catalytic and Enantioselective Construction of Axial Chirality | Zendy

Shibata Takanori | Zendy; Sekine Ayato | Zendy; Mitake Akihito | Zendy; Kanyiva Kyalo Stephen | Zendy

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Intramolecular Consecutive Dehydro‐Diels–Alder Reaction for the Catalytic and Enantioselective Construction of Axial Chirality

Author(s) -

Shibata Takanori,

Sekine Ayato,

Mitake Akihito,

Kanyiva Kyalo Stephen

Publication year - 2018

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.201810174

Subject(s) - enantioselective synthesis , rhodium , moiety , intramolecular force , chirality (physics) , catalysis , axial chirality , diels–alder reaction , chemistry , stereochemistry , combinatorial chemistry , organic chemistry , physics , chiral symmetry breaking , quantum mechanics , nambu–jona lasinio model , quark

Consecutive thermal and metal‐catalyzed dehydro‐Diels–Alder (DDA) reactions of sulfur‐tethered tetraynes, possessing a 1,3‐diyne moiety, proceeded efficiently, and axial chirality was achieved for the resulting dibenzothiophenyl moieties. Chiral‐rhodium catalysis realized a highly enantioselective synthesis, and transformations into bis(benzocarbazole) derivatives were also achieved.

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