New reactions of 2-methylenetetrahydropyrans. A three component coupling protocol for the synthesis of tetrahydropyranyl ketides.
Three component coupling of a 2-methylenetetrahydropyran, an activated aldehyde or ketone and a secondary nucleophile provides an efficient preparation of tetrahydropyranyl ketides, a unit common to many complex natural products.
Liang
Guohua
G
Department of Chemistry, Syracuse University, Syracuse, NY 13244, USA.
Bateman
Laura J
LJ
Totah
Nancy I
NI
D000447:Aldehydes / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D011714:Pyrans / Q000737:chemistry*; D013141:Spiro Compounds; D013237:Stereoisomerism
D000447:Aldehydes; D007659:Ketones; D018942:Macrolides; D011714:Pyrans; D013141:Spiro Compounds; C475125:spirastrellolide A