Synlett 2019; 30(13): 1561-1564
DOI: 10.1055/s-0037-1611868
letter
© Georg Thieme Verlag Stuttgart · New York

Chelation-Based Homologation by Reaction of Organometallic Reagents with O-Alkyl S-Pyridin-2-yl Thiocarbonates: Synthesis of Esters from Grignard Reagents

Shun Usami
,
Tomoyuki Suzuki
,
Koudai Mano
,
Kosaku Tanaka III
,
Yoshimitsu Hashimoto
,
Nobuyoshi Morita
,
Osamu Tamura

This work was supported by JSPSKAKENHI Grant Number 17K0821 (O.T.).
Further Information

Publication History

Received: 20 April 2019

Accepted after revision: 03 June 2019

Publication Date:
27 June 2019 (online)


Preview

This paper is dedicated to the memory of Professor Teruaki Mukaiyama, a prominent scientist who made major contributions to the field.

Abstract

The one-carbon homologative esterification of Grignard reagents with O-alkyl S-pyridin-2-yl thiocarbonates has been explored. This one-step synthesis of esters from Grignard reagents is the first case to involve chelation-stabilized intermediates.

Supporting Information