Patent · US Active

Diastereoselective synthesis of (±)-epianastrephin, (±)-anastrephin and analogs thereof

US10011580B2 · kind B2 · utility

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41Claims

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Assignee

The United States of America, as represented by the Secretary of Agriculture · US

Inventors

Spencer S. Walse · Fresno, US
Daniel Kuzmich · Clovis, US

Key dates

Filing date	Apr 20, 2017
Grant date	Jul 3, 2018
Priority date	—
Expiry date	Apr 20, 2037

Classification

Technology area (CPC C)Chemistry; Metallurgy
CPC primaryC07C2601/16
WIPO fieldOrganic fine chemistry
WIPO sectorChemistry

Abstract

A process for the synthesis of trans-fused γ-lactones having Formula (IV) from substituted cyclic ketones having Formula (I). A diastereoselective synthesis of (±)-epianastrephin (1) (wherein: R1 is ethenyl, R2 and R3 is methyl, and n is 1), (±)-anastrephin (2) (wherein: R2 is ethenyl, R1 and R3 is methyl and n is 1), and analogs thereof (wherein: R1 is H, C1-5 alkyl, C2-6 alkenyl or C2-6 alkynyl, R2 is H, C1-5 alkyl, C2-6 alkenyl or C2-6 alkynyl, R1 and R2 together with the carbon atom they are attached form a C3-6 cycloalkyl ring, R3 is C1-5 alkyl and n is 0-2):

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.