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GaCl3-Catalyzed Ring-Opening Carbonyl-Olefin Metathesis.

ABSTRACT: The development of a Lewis acid-catalyzed ring-opening cross-metathesis reaction which enables selective access to acyclic, unsaturated ketones as the carbonyl-olefin metathesis products is described. While catalytic amounts of FeCl3 were previously identified as optimal to catalyze ring-closing metathesis reactions, the complementary ring-opening metathesis between cyclic alkenes and carbonyl functionalities relies on GaCl3 as the superior Lewis acid catalyst.

SUBMITTER: Albright H

PROVIDER: S-EPMC6905395 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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GaCl3-Catalyzed Ring-Opening Carbonyl-Olefin Metathesis.

Albright Haley H Vonesh Hannah L HL Becker Marc R MR Alexander Brandon W BW Ludwig Jacob R JR Wiscons Ren A RA Schindler Corinna S CS

Organic letters 20180727 16

The development of a Lewis acid-catalyzed ring-opening cross-metathesis reaction which enables selective access to acyclic, unsaturated ketones as the carbonyl-olefin metathesis products is described. While catalytic amounts of FeCl3 were previously identified as optimal to catalyze ring-closing metathesis reactions, the complementary ring-opening metathesis between cyclic alkenes and carbonyl functionalities relies on GaCl3 as the superior Lewis acid catalyst. ...[more]

PMID: 30052456

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