A Concise Synthesis of rac ‐ Ambrox ® via the Palladium(0)‐Catalyzed Carboalkoxylation of an Allylic Ammonium Salt, as Compared to a Formaldehyde Hetero Diels

A Concise Synthesis of rac ‐ Ambrox ® via the Palladium(0)‐Catalyzed Carboalkoxylation of an Allylic Ammonium Salt, as Compared to a Formaldehyde Hetero Diels–Alder Approach

Published:2019-06-26 Issue:7 Volume:102 Page:
ISSN:0018-019X
Container-title:Helvetica Chimica Acta
language:en
Short-container-title:HCA

Author:

Chapuis Christian¹^ORCID,Skuy David¹,Richard Claude‐Alain¹

Affiliation:

1. Firmenich SACorporate R & D DivisionSynthesis Department Route des Jeunes 1 CH-1211 Geneva 8 Switzerland

Publisher

Wiley

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Drug Discovery,Biochemistry,Catalysis

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.201900097

Reference132 articles.

1. C. Margot M. Schlosser ‘A regio- and stereocontrolled access to 2 4-dienols by amide/alcoholate-promoted ring-opening of dihydro-pyrans’ Tetrahedron Lett.1985 26 1035–1038.

2. C. Margot M. Rizzolio M. Schlosser ‘1 2-Elimination of Alcohol from Homoallyl Ethers under the Influence of Mixed Metal Bases’ Tetrahedron1990 46 2411–2424.

3. T. Kobayashi H. Tsuruta ‘Reductive Cleavage of 5 6-Dihydro-2H-pyran Derivatives; Facile Synthesis ofcis-3-Hexenol’ Synthesis1980 492–493.

4. A. de Smet M. Anteunis ‘The Prins-Formaldehyde Condensation on Myrcene and Simple Derivatives’ Bull. Soc. Chim. Belg.1974 83 467–474.

5. D. Platt ‘Genetically Modified Microbes Producing Increased Levels of Acetyl-CoA Derived Compounds’ WO 2012016177 (02 Feb 2012);Chem. Abstr.2012 156 255541.

Cited by 7 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. A Concise Synthesis of (−)‐Ambrox;ChemistryOpen;2024-05-22

2. Strategies for Using Quaternary Ammonium Salts as Alternative Reagents in Alkylations;Chemistry – A European Journal;2024-05-03

3. A Stoichiometric Haloform Coupling for Ester Synthesis with Secondary Alcohols;Angewandte Chemie International Edition;2024-04-18

4. A Stoichiometric Haloform Coupling for Ester Synthesis with Secondary Alcohols;Angewandte Chemie;2024-04-18

5. Carbonylation of C (sp ³ ) X Bonds Utilizing CO;The Chemical Transformations of C1 Compounds;2022-01-21