Stereospecific anti SE2' fluorination of allenylsilanes: synthesis of enantioenriched propargylic fluorides.
The electrophilic fluorodesilylation of enantioenriched allenylsilanes proceeds with efficient transfer of chirality. The silylation-fluorination of propargylic alcohols occurs with overall retention of stereochemistry, a result consistent with a stereospecific anti S(E)2' mechanism for the fluorination step.
Carroll
Laurence
L
University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, UK OX1 3TA.
McCullough
Samantha
S
Rees
Tom
T
Claridge
Timothy D W
TD
Gouverneur
Véronique
V