Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

11-1980

Journal or Book Title

The Journal of Organic Chemistry

Volume

45

Issue

24

First Page

4825

Last Page

4830

DOI

10.1021/jo01312a004

Abstract

A route to the AB ring system of verrucarol is described. The successful scheme involved the formation of the A ring by a boron triacetate catalyzed Diels-Alder reaction. The second ring can be appended by an intramolecular Knoevenagel reaction to afford lactone 12b. This lactone could be converted into the desired keto alcohol 3b by reduction of the lactone and nitrile followed by an oxidation and Curtius degradation.

Comments

Reprinted (adapted) with permission from The Journal of Organic Chemistry, 45(24); 4825-4830. Doi: 10.1021/jo01312a004. Copyright 1980 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

Share

COinS