Tetrahedron Letters p. 3517 - 3520 (1998)
Update date:2022-07-31
Topics:
Koseki
Kusano
Nagasaka
A general method for the base-catalized intramolecular cyclization of β-alkynylpropanamides 1 to γ-alkylidene-γ-butyrolactames 2 (and 3) was established. Reactions of β-alkynylamides 1c-h, possessing alkyl groups at the terminal acetylenes, in the presence of a catalytic amount of LiN(TMS)2/AgOTf (= 2:1) in toluene gave exclusively (Z)-alkylidenelactames 2c-h in good yields.
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