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1.
Org Biomol Chem ; 21(31): 6289-6292, 2023 Aug 09.
Article in English | MEDLINE | ID: mdl-37505101

ABSTRACT

Total syntheses of fawcettimine-class Lycopodium alkaloids having an imino bridge between C5 and C13 were accomplished. Fawcettimine was first prepared in 10 steps from a known compound, and the characteristic structures, including the imino bridge, were constructed via the formation of a bridgehead imine.

2.
Org Lett ; 24(44): 8228-8232, 2022 11 11.
Article in English | MEDLINE | ID: mdl-36305771

ABSTRACT

A synthetic route to ecteinascidin 743 has been established via an intramolecular cascade Heck reaction to construct the diazabicyclo[3.3.1]nonane skeleton while controlling the two contiguous stereogenic centers. The strategically formed five-membered ring was oxidatively cleaved to generate a dialdehyde intermediate, from which the B ring of ecteinascidin 743 was constructed.


Subject(s)
Alkanes , Cyclization , Stereoisomerism , Trabectedin
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