Bio-inspired polyene cyclization: aziridinyl polyene cyclization catalyzed by InBr(3).
This communication describes a highly efficient aziridinyl polyolefin cyclization catalyzed by InBr(3) to synthesize chiral terpenoid bearing a 3-amino group in the A ring; both good yields and excellent asymmetric induction were achieved.
Zhao
Yu-Jun
YJ
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, SPMS-04-01, 21 Nanyang Link, Singapore 637371.
Tan
Li-Jun Serena
LJ
Li
Bin
B
Li
Si-Min
SM
Loh
Teck-Peng
TP
D001388:Aziridines / Q000737:chemistry*; D032701:Biomimetics; D002384:Catalysis; D003500:Cyclization; D007204:Indium / Q000737:chemistry*; D011090:Polyenes / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013729:Terpenes / Q000138:chemical synthesis / Q000737:chemistry
D001388:Aziridines; D011090:Polyenes; D013729:Terpenes; C530781:indium bromide; D007204:Indium; C033132:aziridine