Stereoselective synthesis of bioactive natural spiroacetals aculeatins A and B.
The stereoselective synthesis of two naturally occurring bioactive spiroacetals, aculeatins A and B has been accomplished using 1-tetradecanal as the starting material. The sequence introduces diastereoselective iodine-induced electrophilic cyclization and ring opening of epoxide with 1,3-dithiane as the key steps.
Das
Biswanath
B
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500007, India. biswanathdas@yahoo.com
Krishnaiah
Martha
M
Sudhakar
Chithaluri
C
D000473:Alkanes / Q000138:chemical synthesis*; D003500:Cyclization; D003512:Cyclohexanones / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000473:Alkanes; D003512:Cyclohexanones; D013141:Spiro Compounds; C476177:aculeatin A; C476176:aculeatin B