Unconventional application of the Mitsunobu reaction: Selective flavonolignan dehydration yielding hydnocarpins.

ABSTRACT: Various Mitsunobu conditions were investigated for a series of flavonolignans (silybin A, silybin B, isosilybin A, and silychristin A) to achieve either selective esterification in position C-23 or dehydration in a one-pot reaction yielding the biologically important enantiomers of hydnocarpin D, hydnocarpin and isohydnocarpin, respectively. This represents the only one-pot semi-synthetic method to access these flavonolignans in high yields.

SUBMITTER: Huang G 

PROVIDER: S-EPMC4901995 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature