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Updated: Jun 27, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Asymmetric Claisen rearrangements on chiral vinyl sulfoxides
Roberto Fernández de la Pradilla1, Carlos Montero, Mariola Tortosa
1Instituto de Química Orgánica General, C.S.I.C. Juan de la Cierva 3, 28006 Madrid, Spain.
Abstract:
Highly diastereoselective Claisen rearrangements of acyclic allyl vinyl ethers bearing a chiral sulfoxide at C-5 provide gamma-delta-unsaturated aldehydes or ketones with up to two consecutive asymmetric centers in the molecule whilst preserving a useful vinyl sulfoxide. The reactivity of related vinyl sulfides and sulfones has also been examined in this work.
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