Palladium-catalyzed enantioselective decarboxylative allylic alkylation of fully substituted N-acyl indole-derived enol carbonates-Reference-Cited by-同舟云学术

Palladium-catalyzed enantioselective decarboxylative allylic alkylation of fully substituted N-acyl indole-derived enol carbonates

Published:2019 Issue:23 Volume:10 Page:5996-6000
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Alexy Eric J.¹²³⁴⁵^ORCID,Fulton Tyler J.¹²³⁴⁵^ORCID,Zhang Haiming⁶⁷⁵^ORCID,Stoltz Brian M.¹²³⁴⁵^ORCID

Affiliation:

1. Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering

2. Division of Chemistry and Chemical Engineering

3. California Institute of Technology

4. Pasadena

5. USA

6. Small Molecule Process Chemistry, Genentech, Inc.

7. South San Francisco

Abstract

The first enantioselective Pd-catalyzed decarboxylative allylic alkylation of fully substituted N-acyl indole-derived enol carbonates generates acyclic all-carbon quaternary stereocenters in excellent yields (up to 99%) and enantioselectivities (up to 98% ee) using a new electron-deficient phosphinoxazoline (PHOX) ligand.

Funder

National Institutes of Health

National Science Foundation

Gordon and Betty Moore Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/SC/C9SC01726G

Reference34 articles.

1. Catalytic Enantioselective Construction of Quaternary Stereocenters: Assembly of Key Building Blocks for the Synthesis of Biologically Active Molecules