319924-80-6Relevant academic research and scientific papers
Inter- and intramolecular Mitsunobu reaction based approaches to 2-substituted chromans and chroman-4-ones
Hodgetts, Kevin J.
, p. 6860 - 6870 (2007/10/03)
Two approaches to optically active 2-substituted chromans and chroman-4-ones are described. The first utilized an intermolecular Mitsunobu reaction of a homochiral halopropanol and 2-bromophenol followed by cyclization to the 2-substituted chroman. In addition, a double lithiation procedure was developed to introduce additional functionality to the chroman. The second approach utilized an intramolecular Mitsunobu cyclization to give the 2-substituted chroman-4-one nucleus. The methodologies were applied to the syntheses of several biologically active natural and synthetic products.
A stereocontrolled route to 2-substituted chromans
Hodgetts
, p. 8655 - 8659 (2007/10/03)
A two-step synthesis of 2-substituted chromans of high enantiomeric purity is described. Mitsunobu reaction of homochiral halopropanols 10 with 2-bromophenol (9), followed by treatment with n-butyllithium under Parham cycloalkylation conditions generates
