Expanding the Scope of the Organocatalytic Addition of Fluorobis(phenylsulfonyl)methane to Enals: Enantioselective Cascade Synthesis of Fluoroindane and Fluorochromanol Derivatives

Abstract

Highly enantioselective cascade reactions for the synthesis of fluoroindanes and chromanols derivatives are described. The cascade reactions consisted of either a double Michael reaction or Michael-hemiacetal formation via the addition of fluorobis(phenylsulfonyl) methane (FBSM) to enals.

The final products were obtained in good yields with excellent stereoselectivities.

Keywords

• enantioselectivity
• fluorine
• indanes
• Michael reaction
• organocatalysis