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S H i Reactions at Silicon as Unimolecular Chain Transfer Steps in the Formation of Cyclic Alkoxysilanes
Author(s) -
Studer Armido
Publication year - 1998
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/(sici)1521-3773(19980302)37:4<462::aid-anie462>3.0.co;2-m
Subject(s) - homolysis , chemistry , radical , intramolecular force , silicon , chain reaction , group (periodic table) , photochemistry , substitution reaction , organic chemistry
A new radical approach to cyclic ethers 2 is offered by the intramolecular homolytic substitution (S H i) reaction at a silicon center. High diastereoselectivities can be obtained in this efficient unimolecular chain transfer reaction. Less suitable are radicals such as 1 in which an R 3 Si group replaces the SnMe 3 group.