Asymmetric Synthesis of alpha- and beta-Benzylhydroxy-gamma-butyrolactones

Abstract

Herein we describe a new asymmetric synthesis of alpha-benzyl-alpha-hydroxy-gamma-butyrolactone, a core building block of new HIV-1 protease inhibitors containing a tertiary alcohol in the transition-state mimic. Immediate access to beta-benzyl-beta-hydroxy-gamma-butyrolactone is also possible from a common intermediate. Both lactones are useful building blocks in their own right.

Keywords

lactones; asymmetric catalysis; epoxidations; oxidations; HIV

Published in

Synlett
2010, number: 1, pages: 131-133
Publisher: GEORG THIEME VERLAG KG

SLU Authors

• Agback, Tatiana

  • Medivir AB

UKÄ Subject classification

Organic Chemistry

Publication identifier

• DOI: https://doi.org/10.1055/s-0029-1218529

Permanent link to this page (URI)

https://res.slu.se/id/publ/99464