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Ring Rearrangement Metathesis in 7-Oxabicyclo[2.2.1] heptene (7-Oxanorbornene). Derivatives. Some Applications in Natural Product Chemistry

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Roscales, Silvia and Plumet, Joaquín (2017) Ring Rearrangement Metathesis in 7-Oxabicyclo[2.2.1] heptene (7-Oxanorbornene). Derivatives. Some Applications in Natural Product Chemistry. Natural Product Communications, 12 (5). pp. 713-732. ISSN 1934-578X

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Abstract

Metathesis reactions is firmly established as a valuable synthetic tool in organic chemistry, clearly comparable with the venerable Diels-Alder and Wittig reactions and, more recently, with the metal-catalyzed cross-coupling reactions. Metathesis reactions can be considered as a fascinating synthetic methodology, allowing different variants regarding substrate (alkene and alkyne metathesis) and type of metathetical reactions. On the other hand, tandem metathesis reactions such Ring Rearrangement Metathesis (RRM) and the coupling of metathesis reaction with other reactions of alkenes such as Diels-Alder or Heck reactions, makes metathesis one of the most powerful and reliable synthetic procedure.
In particular, Ring-Rearrangement Metathesis (RRM) refers to the combination of several metathesis transformations into a domino process such as ring-opening metathesis (ROM)/ring-closing metathesis (RCM) and ROM-cross metathesis (CM) in a one-pot operation. RRM delivers complex frameworks that are difficult to assemble by conventional methods constituting an atom economic process. RRM is applicable to mono- and polycyclic systems of varying ring sizes such as cyclopropene, cyclobutene, cyclopentene, cyclohexene, pyran systems, bicyclo[2.2.1]heptene derivatives, bicyclo[2.2.2]octene derivatives, bicyclo[3.2.1]octene derivatives and bicyclo[3.2.1]octene derivatives.
In this review our attention has focused on the RRM reactions in 7- oxabicyclo[2.2.1]heptene derivatives and on their application in the synthesis of natural products or significant subunits of them.


Item Type:Article
Uncontrolled Keywords:Metathesis reactions, Ring Rearrangement Metathesis, 7-Oxanorbornene, Natural Products Synthesis.
Subjects:Sciences > Chemistry > Chemistry, Organic
ID Code:50392
Deposited On:10 Dec 2018 12:32
Last Modified:10 Dec 2018 12:32

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