Publication

Facile isomerization of oxiranes to allyl alcohols by mixed metal bases

Manfred Schlosser
1990
Journal Articles

Abstract

The mixt. of LiN(CHMe2)2 and KOCMe3 (LIDAKOR reagent) promotes smooth ring opening of oxiranes to afford allyl alcs. with good to excellent yields. Internal epoxyalkanes and large-sized epoxycycloalkanes give preferentially or exclusively (E)-alkenols. The regio- and stereochem. of the ring-opening reaction are essentially the consequence of syn-periplanar elimination mechanisms. [on SciFinder (R)]

Official source

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Manfred Schlosser
1990
Journal Articles

Abstract

Official source

Related concepts (8)

Cyclic compound

A cyclic compound (or ring compound) is a term for a compound in the field of chemistry in which one or more series of atoms in the compound is connected to form a ring. Rings may vary in size from three to many atoms, and include examples where all the atoms are carbon (i.e., are carbocycles), none of the atoms are carbon (inorganic cyclic compounds), or where both carbon and non-carbon atoms are present (heterocyclic compounds with rings containing both carbon and non-carbon).

Base (chemistry)

In chemistry, there are three definitions in common use of the word "base": Arrhenius bases, Brønsted bases, and Lewis bases. All definitions agree that bases are substances that react with acids, as originally proposed by G.-F. Rouelle in the mid-18th century. In 1884, Svante Arrhenius proposed that a base is a substance which dissociates in aqueous solution to form hydroxide ions OH−. These ions can react with hydrogen ions (H+ according to Arrhenius) from the dissociation of acids to form water in an acid–base reaction.

Pericyclic reaction

In organic chemistry, a pericyclic reaction is the type of organic reaction wherein the transition state of the molecule has a cyclic geometry, the reaction progresses in a concerted fashion, and the bond orbitals involved in the reaction overlap in a continuous cycle at the transition state. Pericyclic reactions stand in contrast to linear reactions, encompassing most organic transformations and proceeding through an acyclic transition state, on the one hand and coarctate reactions, which proceed through a doubly cyclic, concerted transition state on the other hand.