Catalytic Enantioselective Alkylation of Aldehydes by Using Organozinc Halide Reagents

Functionalized alkylzinc halides can be employed in the enantioselective addition to aldehydes by using a titanium(IV) catalyst derived from a H8‐binaphthol derivative in the presence of [Ti(OiPr)4] and MgBr2. A range of functionalities, including olefin, chlorine atoms, protected alcohols, amides,...

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Veröffentlicht in:Chemistry : a European journal 2013-03, Vol.19 (10), p.3311-3314
Hauptverfasser: Kinoshita, Yuichiro, Kanehira, Shinichi, Hayashi, Yasuki, Harada, Toshiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Functionalized alkylzinc halides can be employed in the enantioselective addition to aldehydes by using a titanium(IV) catalyst derived from a H8‐binaphthol derivative in the presence of [Ti(OiPr)4] and MgBr2. A range of functionalities, including olefin, chlorine atoms, protected alcohols, amides, and cyano groups, are tolerated in the present reaction, providing the corresponding functionalized alcohols in high yields and enantioselectivities (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201204346