Kornblum-Type Oxidative Ring-Opening Reaction of a Tricyclo[4.3.0.05,7]nonane Derivative for the Synthesis of a CD Ring System of Steroids

ChemRxiv 2026 Preprint Open access

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Authors: Hiroki Yamauchi, Hiroyuki Yamakoshi, Mai Ishikawa, Eisaku Ohashi, Seiichi Nakamura
DOI: 10.26434/chemrxiv.15004002/v1
Cited by: 1

Abstract

We have developed a facile method for the transformation of a tricyclo[4.3.0.0 5,7 ]nonane derivative to a diastereomeric mixture of suitably oxygenated hydrindan isomers, wherein oxidative ring-opening, intramolecular proton transfer, and deethoxycarbonylation sequentially proceeded in a single operation upon heating with Ni(OTf) 2 in the presence of DABCO in DMSO at 150 °C.

Fields of Study & Subjects

Traditional and Medicinal Uses of Annonaceae Advanced Synthetic Organic Chemistry Oxidative Organic Chemistry Reactions

Publication details

Journal / source
ChemRxiv
Publisher
American Chemical Society (ACS)
Publication date
28 May 2026
Document type
Preprint