Highly Diastereoselective Construction of Acyclic Systems with Two Adjacent Quaternary Stereocenters by Allylation of Ketones | Zendy

Takeda Takeshi | Zendy; Yamamoto Masanori | Zendy; Yoshida Satoshi | Zendy; Tsubouchi Akira | Zendy

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Highly Diastereoselective Construction of Acyclic Systems with Two Adjacent Quaternary Stereocenters by Allylation of Ketones

Author(s) -

Takeda Takeshi,

Yamamoto Masanori,

Yoshida Satoshi,

Tsubouchi Akira

Publication year - 2012

Publication title -

angewandte chemie

Language(s) - German

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201202808

Subject(s) - stereocenter , substituent , ketone , chemistry , schema (genetic algorithms) , stereochemistry , computer science , organic chemistry , enantioselective synthesis , information retrieval , catalysis

Unsymmetrische Ketone und Allyltitanocene , die durch desulfurierende Titanierung von γ,γ‐disubstituierten Allylphenylsulfiden erzeugt werden, reagieren unter diastereoselektiver Erzeugung benachbarter quartärer Stereozentren (siehe Schema; R L =großer Substituent, R S =kleiner Substituent). Die Titelreaktion überführt E ‐ und Z ‐Allylsulfide stereospezifisch in anti ‐ bzw. syn ‐Homoallylalkohole.

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