Enantioselective Pd-Catalyzed Decarboxylative Allylic
Alkylation of Thiopyranones. Access to Acyclic, Stereogenic α‑Quaternary
Ketones

Stoltz, Brian M.

Enantioselective Pd-Catalyzed Decarboxylative Allylic Alkylation of Thiopyranones. Access to Acyclic, Stereogenic α‑Quaternary Ketones

Version 2 2017-09-14, 12:48

Version 1 2017-09-13, 13:51

Posted on 2017-09-14 - 12:48

A catalytic, enantioselective decarboxylative allylic alkylation of 4-thiopyranones is reported. The α-quaternary 4-thiopyranones produced are challenging to access by standard enolate alkylation owing to facile ring-opening β-sulfur elimination. In addition, reduction of the carbon–sulfur bonds provides access to elusive acyclic α-quaternary ketones. The alkylated products are obtained in up to 92% yield and 94% enantiomeric excess.

CITE THIS COLLECTION

DataCite

3 Biotech

3D Printing in Medicine

3D Research

3D-Printed Materials and Systems

4OR

AAPG Bulletin

AAPS Open

AAPS PharmSciTech

Abhandlungen aus dem Mathematischen Seminar der Universität Hamburg

ABI Technik (German)

Academic Medicine

Academic Pediatrics

Academic Psychiatry

Academic Questions

Academy of Management Discoveries

Academy of Management Journal

Academy of Management Learning and Education

Academy of Management Perspectives

Academy of Management Proceedings

Academy of Management Review

Alexy, Eric J.; Virgil, Scott C.; Bartberger, Michael D.; Stoltz, Brian M. (2017). Enantioselective Pd-Catalyzed Decarboxylative Allylic Alkylation of Thiopyranones. Access to Acyclic, Stereogenic α‑Quaternary Ketones. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b02354

https://doi.org/10.1021/acs.orglett.7b02354

or

Select your citation style and then place your mouse over the citation text to select it.