New simple route to allylstannanes by zinc-mediated coupling of allyl bromides with Bu3SnCl or Bu2SnCl2 in an H2O (NH4Cl)/THF medium

Article abstract of DOI:10.1021/om00045a003

A new zinc-mediated coupling reaction of allyl and allyl-like bromides with Bu₃SnCl (1) or Bu₂SnCl₂ (2), performed in H₂O (NH₄Cl)/THF medium, represents an easy route to the following organostannanes: Bu₃SnCH₂CH=CH₂ (3) and Bu₂Sn(CH₂CH=CH₂)₂ (4), Bu₃Sn(C₄H₇) (5) and Bu₂Sn(C₄H₇)₂ (6) (where C₄H₇ stands for trans-crotyl, cis-crotyl, or α-methylallyl), and Bu₃SnCH=C=CH₂ (7). This striking one-pot procedure successfully improves the already general routes where Grignard or other conventional organometallic reagents are used.