Diastereoselective conjugate addition to 3-(p-tolylsulphinyl)chromone: a route to chiral 2-substituted chroman-4-ones

1 January 1986

journal article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications

No. 21,p. 1592-1595
https://doi.org/10.1039/c39860001592

Abstract

Conjugate addition of lithium dimethylcuprate to 3-(p-tolylsulphinyl)chromone (1) proceeds with at least 90% diastereoselectivity, and the products from (S)-(1) can be converted into chiral 2-methylchroman-4-one (–)-(16).

Keywords

DIASTEREOSELECTIVE CONJUGATE
CONJUGATE ADDITION
CHIRAL
CHROMONE
TOLYLSULPHINYL
LITHIUM DIMETHYLCUPRATE
SUBSTITUTED CHROMAN
CONVERTED

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