An approach to the BCDE ring of quasimarin

Thumbnail Image
Supplemental Files
Date
1982-10-01
Authors
Taschner, Michael
Shimagaki, Masayuki
Major Professor
Advisor
Committee Member
Journal Title
Journal ISSN
Volume Title
Publisher
Abstract

A 10-step route to the BCDE ring system of quasimarin (1) is described. Key features of the route include the regioselective protection of diketone 7 by use of intramolecular ketal formation, a two-step lactone to ether reduction, and a regioselective lactonization. The tetracyclic system 15 is produced in 29% overall yield.

Series Number
Journal Issue
Is Version Of
Versions
Series
Academic or Administrative Unit
Type
article
Comments

Reprinted (adapted) with permission from The Journal of Organic Chemistry, 47(22); 4271-4274. Doi: 10.1021/jo00143a020. Copyright 1982 American Chemical Society.

Rights Statement
Copyright
Fri Jan 01 00:00:00 UTC 1982
Funding
DOI
Supplemental Resources
Collections