No abstract

Regio- and stereoselective homoallylation of saturated aldehydes and ketones to give bishomoallyl alcohols 1,3-anti-1 is achieved with [Ni(acac) ] (cat.) and Et Zn [Eq. (a)]. This new catalyst system thus complements the previously reported combination of [Ni(acac) ] with Et B, which offers advantages in the homoallylation of unsaturated and aromatic aldehydes. acac=acetylacetonato.

Linear 1:1:1 coupling of dimethylzinc, 1,3-dienes, and carbonyl compounds in this order is facilitated by catalytic amounts of [Ni(acac)(2)] to give (E)-3-hexen-1-ols in good yields under mild conditions [Eq. (a)]. Increasing steric hindrance at the carbonyl group favors formation of the 1:2:1 adduct, and this is the sole product when the carbonyl compound is acetone. acac=acetylacetonate.

A combination of catalytic amounts of Pd (0.05 mmol) and Et3B (0.3 mmol) promotes allylic alkylation of primary and secondary aromatic and aliphatic amines (1.0 mmol) by the direct use of allylic alcohols, providing tertiary amines in excellent yields under mild conditions (room temperature approximately 50 degrees C).

Amines Amines Q 0120Pd·Et 3 B-Catalyzed Alkylation of Amines with Allylic Alcohols. -A combination of catalytic amounts of palladium and Et 3 B promotes allylic alkylation of primary and secondary aromatic and aliphatic amines by the direct use of allylic alcohols, providing tertiary amines in high yields. -(KIMURA*, M.; FUTAMATA, M.; SHIBATA, K.; TAMARU*, Y.; Chem. Commun. (Cambridge) 2003, 2, 234-235; Dep. Appl. Chem., Fac. Eng., Nagasaki Univ., Bunkyo, Nagasaki 852, Japan; Eng.) -M. Paetzel 18-072