Rapid syntheses of benzopyrans from o-OBOC salicylaldehydes and salicyl alcohols: a three-component reaction.
The Diels-Alder reactions of o-quinone methides generated from OBOC-salicylic aldehydes and alcohols are described, allowing for the synthesis of various substituted benzopyrans. The low temperatures employed for this procedure enable high diastereoselectivity in reactions with beta-substituted o-quinone methides.
D000447:Aldehydes / Q000737:chemistry*; D001578:Benzopyrans / Q000138:chemical synthesis*; D001592:Benzyl Alcohols / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011809:Quinones / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D001578:Benzopyrans; D001592:Benzyl Alcohols; D011809:Quinones; C013243:salicylaldehyde; C010631:salicyl alcohol