Studies toward frondosin A and its analogues. Formal total synthesis of (+/-)-frondosin A.
Two reaction sequences commencing with different starting materials were successfully employed for the synthesis of frondosin A analogues, including (+/-)-frondosin A dimethyl ether. Construction of the bicyclo[5.4.0]undecane core in each case was achieved through an expedient microwave-assisted tandem 5-exo cyclization--Claisen rearrangement process.
Li
Xin
X
Department of Chemistry, Connecticut College, 270 Mohegan Avenue, New London, Connecticut 06320, USA.
Keon
Alec E
AE
Sullivan
Jonathan A
JA
Ovaska
Timo V
TV
D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D004987:Ethers / Q000138:chemical synthesis; D015394:Molecular Structure
D001643:Bridged Bicyclo Compounds; D004987:Ethers; C524890:frondosin A