Methods and compositions for terpenoid synthesis

Patent metadata

Field	Value
Publication number	US-12098115-B2
Application number	US-202318228192-A
Country	US
Kind code	B2
Filing date	Jul 31, 2023
Priority date	Sep 15, 2016
Publication date	Sep 24, 2024
Grant date	Sep 24, 2024

Abstract

In one aspect, the disclosure relates to methods for preparation of terpene and terpene-like molecules. In a further aspect, the disclosure relates to the products of the disclosed methods, i.e., terpene and terpene-like molecules prepared using the disclosed methods. Intermediates for the synthesis of a wide variety of terpenoids are γ-allyl Knoevenagel adducts or quasi γ-allyl Knoevenagel adducts are disclosed. In various aspects, methods of preparing terpenoids through these intermediates are disclosed. The methods can comprise α-alkylation of an allylic electrophile followed by ring-closure metathesis to a polycyclic terpenoid structure. In a further aspect, the disclosure pertains to terpenoid frameworks, and compounds prepared via disclosed oxidation and substitution reactions on the disclosed terpenoid frameworks. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.

First claim

What is claimed is:

1. A compound having a structure represented by a formula:

Assignees

• Univ Florida

Inventors

• Grenning Alexander James

Classifications

• C07C2601/14

  The ring being saturated · CPC title

• C07C2601/16

  the ring being unsaturated · CPC title

• C07C403/18 Primary

  having side-chains substituted by nitrogen atoms · CPC title

• C07D317/72

  spiro-condensed with carbocyclic rings · CPC title

• C07C2602/34

  Heptalenes; Hydrogenated heptalenes · CPC title