TOTAL SYNTHESIS OF PSEUDOGUAIANOLIDES .5. STEREOCONTROLLED APPROACHES TO THE FASTIGILINS - (+/-)-2,3-DIHYDROFASTIGILIN-C

• Published in: Tetrahedron Vol. 43; no. 23; pp. 5583 - 5592
• Main Authors: LANSBURY, PT, NICKSON, TE, VACCA, JP, SINDELAR, RD, MESSINGER, JM
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier 01.01.1987
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology

A synthetic route to highly-oxygenated pseudoguaianolide intermediates has been developed. The functional groups on the seven-membered rings were introduced stereoselectively at all seven chiral centers. In addition, regioselective esterification at C-6 hydroxyl groups, in the presence of a C-9 hydr...