Synthesis of Syn and Anti Homopropargylic and Allenic Alcohols through Diastereoselective SE2' Addition of a Common Chiral Allenylstannane Precursor to Aldehydes

Article abstract of DOI:10.1021/jo00092a001

The (tri-n-butylallenyl)stannanes 3 and 17 afford the allenyl adducts 8 and 19 upon brief treatment with stannic chloride and then addition of isobutyraldehyde, whereas preequilibration with SnCl4 and subsequent aldehyde addition leads to the anti homopro