Tetrahedron

Tandem michael-michael-ring closure (mimirc) reactions: One-pot steroid total synthesis-(±)-9, 11-dehydroestrones

GH Posner, JP Mallamo, AY Black

Index: Posner, Gary H.; Mallamo, John P.; Black, Alison Y. Tetrahedron, 1981 , vol. 37, # 23 p. 3921 - 3926

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Citation Number: 41

Abstract

A new sequence of reactions involving tandem Michael-Michael-ring closure (MIMIRC) has been developed for efficient formation of three CC bonds in one reaction vessel. The terminal ring closure reaction proceeds via either a 1, 3-or a 1, 6-cyclization, and this methodology also serves for construction of quaternary C centers. The usefulness of MIMIRC reactions is demonstrated by efficient assembly of cyclopropyl ketones and of ...