Synthesis of Trisubstituted Alkenylstannanes through Copper‐Catalyzed Three‐Component Coupling of Alkylboranes, Alkynoates, and Tributyltin Methoxide | Zendy

Wakamatsu Takamichi | Zendy; Nagao Kazunori | Zendy; Ohmiya Hirohisa | Zendy; Sawamura Masaya | Zendy

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Synthesis of Trisubstituted Alkenylstannanes through Copper‐Catalyzed Three‐Component Coupling of Alkylboranes, Alkynoates, and Tributyltin Methoxide

Author(s) -

Wakamatsu Takamichi,

Nagao Kazunori,

Ohmiya Hirohisa,

Sawamura Masaya

Publication year - 2013

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.201305973

Subject(s) - tributyltin , regioselectivity , alkyl , catalysis , component (thermodynamics) , methoxide , copper , coupling (piping) , chemistry , organic chemistry , combinatorial chemistry , medicinal chemistry , stereochemistry , materials science , physics , metallurgy , thermodynamics

A versatile route to trisubstituted alkenylstannanes is presented. The alkyl and Sn moieties were introduced at the β and α carbon atoms of alkynoates, respectively, in a formal syn addition mode with complete regioselectivity (see scheme). A variety of functional groups were tolerated in the alkylboranes and alkynoates.

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