BUSNCL3-MEDIATED REACTION OF 3-(TRIBUTYLSTANNYL)CYCLOALKENES WITH ALDEHYDES - HIGHLY ERYTHROSELECTIVE 2-CYCLOPENTENYLATION AND 2-CYCLOHEXENYLATION OF AROMATIC-ALDEHYDES
3-(Butyldichlorostannyl)cyclopentene and 3-(butyldichlorostannyl)cyclohexene, which are prepared by the transmetalation of corresponding 3-(tributylstannyl)cycloalkene with BuSnCl3, react with aromatic aldehydes to give 2-cycloalkenylated products with excellent erythro-selectivity. However, the corresponding reaction with aliphatic aldehydes proceeded in only moderate erythro-selectivity.