(Chemical Equation Presented) Nitroalkene (E)-1 has been synthesized to test the feasibility of an intramolecular [4 + 2] cycloaddition in a planned synthesis of daphnilactone B. This nitro olefin contains two unique structural features, a nitromethylene lactone and a pendant diene, that combine under the action of SnCl4 in a highly selective fashion to afford nitronates 2a and 2b. These products represent the correct relationship for the vicinal quaternary stereogenic centers in the core of daphnilactone B.
|Original language||English (US)|
|Number of pages||4|
|State||Published - Dec 8 2005|
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry