Abstract
Allylsamarium bromide reacts with α, β-unsaturated alkynones to afford reginospecific nucleophilic addition products in good yields under mild conditions.
References
1.
(a)
Hoffman R.W
, Angew. Chem. Int. Ed. Engl. , 1982 , 21 , 555 ; (b) Y. Yamamoto, K. Maruyama, Heterocycles 1982, 18 , 357; (c) Y. Yamamoto, Acc. Chem. Res. 1987, 20 , 243; (d) Y. Yamamoto; N. Asao, Chem. Rev. 1993, 93 , 2207, and references cited therein.
2.
Kataoka Y.
,
Makihira I.
,
Akiyama H.
, and
Tani K.
, Tetrahedron , 1997 , 53 , 9525 .
3.
Curran D.P.
, and
Totleben M. J.
, J. Am. Chem. Soc. , 1992 , 114 , 6050 .
4.
Yu M.X.
;
Zhang Y. M.
, and
Bao W. L.
, Synth. Commun. , 1997 , 4 , 609 .
5.
Yu M.X.
;
Zhang Y. M.
, and
Gou H. Y.
, Synth. Commun. , 1997 , 9 , 1495 .
6.
Yu M.X.
;
Zhang Y. M.
, Synth. Commun. , 1997 , 16 , 2743 .
7.
Yu M.X.
;
Zhang Y. M.
, and
Qian C. T.
, J. Chem. Res. , 1998 , 5 , 256 .
8.
Kaiser E.M.
;
Mao C. L.
;
Hauser C. F.
, and
Hauser C. R.
, J. Org. Chem. , 1970 , 35 , 410 .
9.
Klein J.
, Tetrahedron , 1964 , 20 , 465 .
10.
Sondheimer Franz
;
Amendolla C.
, and
Rosenkranz G.
, J. Am. Chem. Soc. , 1953 , 75 , 5930 .
