Formal Synthesis of (±)‐Salvinorin A via Gold(I) Catalysis-Reference-Cited by-同舟云学术

Formal Synthesis of (±)‐Salvinorin A via Gold(I) Catalysis

Published:2023-07-26 Issue:49 Volume:29 Page:
ISSN:0947-6539
Container-title:Chemistry – A European Journal
language:en
Short-container-title:Chemistry A European J

Author:

Tran Huy¹,McGee Philippe²,Barriault Louis³^ORCID

Affiliation:

1. NanoVation Therapeutics 2405 Wesbrook Mall 4th floor Vancouver BC V6T 1Z3 Canada

2. X-Chem Inc. 7171 Rue Frederick Banting Montréal QC H4S 1Z9 Canada

3. Department of Chemistry and Biomolecular Sciences Centre for Catalysis, Research and Innovation University of Ottawa 10 Marie Curie, Ottawa Ontario K1N 6N5 Canada

Abstract

AbstractThe formal synthesis of (±)‐salvinorin A is presented. Our approach utilizes two distinct gold(I) catalytic processes. The combination of a gold(I)‐catalyzed reaction with an intermolecular Diels–Alder reaction followed by a gold(I)‐catalyzed photoredox reaction generated in eight steps the framework of the natural product with high diastereoselectivity.

Funder

Natural Sciences and Engineering Research Council of Canada

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

Reference32 articles.

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