Premium
Direct Syn Addition of Two Silicon Atoms to a C≡C Triple Bond by Si−Si Bond Activation: Access to Reactive Disilylated Olefins
Author(s) -
Ahmad Maha,
Gaumont AnnieClaude,
Durandetti Muriel,
Maddaluno Jacques
Publication year - 2017
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.201611719
Subject(s) - intramolecular force , catalysis , rhodium , chemistry , silicon , michael reaction , triple bond , addition reaction , medicinal chemistry , polymer chemistry , double bond , stereochemistry , organic chemistry
A catalytic intramolecular silapalladation of alkynes affords, in good yields and stereoselectively, syn ‐disilylated heterocycles of different chemical structure and size. When applied to silylethers, this reaction leads to vinylic silanols that undergo a rhodium‐catalyzed addition to activated olefins, providing the oxa‐Heck or oxa‐Michael products, depending on the reaction conditions.