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Allylation of Aldehydes with Etherification by Dialkoxydichlorotitanium/Allyltrimethylsilane; an Asymmetric Variant of the Sakurai Reaction
Author(s) -
Imwinkelried René,
Seebach Dieter
Publication year - 1985
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.198507651
Subject(s) - acetal , derivative (finance) , chemistry , reaction conditions , chain (unit) , organic chemistry , catalysis , chain reaction , medicinal chemistry , photochemistry , physics , economics , astronomy , financial economics
A single step synthesis of homoallyl ethers 1 is possible by reaction of aldehydes with Cl 2 Ti(OR′) 2 generated in situ and allyltrimethylsilane. With OR′ ( S )‐1‐phenylethoxy, chiral homoallyl ethers could be obtained with 90% ds via an open‐chain acetal derivative.