A Combined Tamaru Allylation/Olefin Cross-Metathesis Approach for the Total Syntheses of (±)-Paniculidine B, (±)-Paniculidine C, and 2-Methylcarbazole-Reference-Cited by-同舟云学术

A Combined Tamaru Allylation/Olefin Cross-Metathesis Approach for the Total Syntheses of (±)-Paniculidine B, (±)-Paniculidine C, and 2-Methylcarbazole

Published:2017-12-20 Issue:05 Volume:29 Page:609-612
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Wu Yen-Ku¹^ORCID,Tseng Yi-Lun¹,Liang Min-Chieh¹,Chen I-Chia²

Affiliation:

1. Department of Applied Chemistry, National Chiao Tung University

2. Department of Cosmetic Applications and Management, Cardinal Tien Junior College of Healthcare and Management

Abstract

A concise approach to the total syntheses of racemic paniculidines B and C is described. The route features a combined Tamaru allylation/olefin cross-metathesis sequence for the regiocontrolled synthesis of prenylindole intermediates. In addition, we report a transformation of the prenylated indole into 2-methylcarbazole catalyzed by sulfonic acid-functionalized silica gel.

Funder

Fonds der chemischen Industrie

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0036-1591739.pdf

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