ChemInform Abstract: The Direct Synthesis of Isoflavans via α-Alkylation of Phenylacetates.

✍ Scribed by M. VERSTEEG; B. C. B. BEZUIDENHOUDT; D. FERREIRA

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 35 KB
• Volume: 29
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199844139

✦ Synopsis

The Direct Synthesis of Isoflavans via α-Alkylation of Phenylacetates.

-Alkylation of phenylacetates (I) with Mom-protected o-hydroxybenzyl bromides [cf. (II)] using lithium isopropylcyclohexylamide in HMPA as base affords 2,3-diphenylpropanoates (III). They can be easily converted to isoflavans (VI) via reduction, deprotection and Mitsunobu cyclization. -(VERSTEEG,