Lithium aluminum hydride modifiers

Stoichiometric enantioselective addition of lithium aluminum hydride, modified with ( — )-men-thol or sugar derivatives as chiral auxiliaries to enynols provides an entry to /Thydroxyallenes of low enantiomeric purity117 119. This method has mainly been used to establish absolute configurations of naturally occurring allenes, e.g., (—)-marasin119, and has not been optimized. 

---