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Copper( I )‐Promoted Stille Cross‐Coupling of Stannyl Enol Ethers with Enol Triflates: Construction of Complex Polyether Frameworks
Author(s) -
Nicolaou K. C.,
Sato Mitsunobu,
Miller Neil D.,
Gunzner Janet L.,
Renaud Johanne,
Untersteller Edouard
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199608891
Subject(s) - stille reaction , enol , copper , coupling (piping) , chemistry , enol ether , polymer chemistry , organic chemistry , materials science , polymer , catalysis , composite material
A simple and efficient route to bistetrahydropyranyl systems like 1 relies on the coupling of a stannyl enol ether with an enol triflate in the presence of a catalytic amount of [Pd(PPh 3 ) 4 ] and excess amounts of CuCl and K 2 CO 3 . Complex polyether structures are also accessible in good yields, as the synthesis of a structural element of maitotoxin demonstrates.