Study of the β-oxygen effect in the Barton–McCombie reaction for the total synthesis of (4R,5R)-4-hydroxy-γ-decalactone (Japanese orange fly lactone): a carbohydrate based approach-Reference-Cited by-同舟云学术

Study of the β-oxygen effect in the Barton–McCombie reaction for the total synthesis of (4R,5R)-4-hydroxy-γ-decalactone (Japanese orange fly lactone): a carbohydrate based approach

Published:2022 Issue:39 Volume:12 Page:25520-25527
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Desireddi Janardana Reddi¹²,Rao Mora Mallikarjuna³,Murahari Kiran Kumar¹,Nimmareddy Rajashekar Reddy¹,Mothe Thirupathi²,Lingala Arun Kumar²,Maiti Bhimcharan¹,Manchal Ravinder²^ORCID

Affiliation:

1. Aragen life sciences Private Limited (formerly known as GVK Biosciences Private Limited), Medicinal Chemistry Division, 28A, IDA Nacharam, Hyderabad-500076, Telangana, India

2. Department of Chemistry Chaitanya (Deemed to be University), Warangal-506001, Telangana, India

3. Accrete Pharmaceuticals Private Limited, Tangadpalli Village, Choutuppal Mandal, Yadadri Bhuvanagiri District-508252, Telangana, India

Abstract

The Japanese orange fly lactone was synthesised with a chiral pool approach using commercially available, starting material d-glucose. This synthesis encountered a dominant structurally functioning impact in the Barton–McCombie reaction known as the β-oxygen effect.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/RA/D2RA04531A

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