A concise route to multigram quantities of the antibacterial diterpene (+)-totarol (1) is reported. (-)-Sclareol (2) was converted to the target compound 1 using either a six- or a seven-step sequence, while only three steps were required to access (+)-totarol ( 1) starting from (+)-manool (9) or (+)-13-epi-manool (10), respectively. A novel one-pot intramolecular aldol condensation/α-alkylation protocol served as the key operation for streamlining the syntheses of 1. ARKAT-USA, Inc.
Rogachev, Victor,Loehl, Thorsten,Markert, Thomas,Metz, Peter
p. 172 - 180
(2013/09/24)
A short and practical synthesis of (+)-amberketal and (-)-epi-8-amberketal from natural (-)-sclareol
Starting from natural (-)-sclareol (4,) (+)-amberketal (9) and (-)-epi-8-amberketal (10) have been synthesized regioselectively in 4 (24% overall yield) and 5 steps (7% overall yield) respectively, by passing through the same unpurified key intermediate 7b.
Martres, Paul,Perfetti, Patricia,Zahra, Jean-Pierre,Waegell,Giraudi, Edouard,Petrzilka, Martin
p. 8081 - 8084
(2007/10/02)
More Articles about upstream products of 22628-62-2