Abstract
NHC-promoted O- to C-carboxyl transfer of 3-allyl indolyl phenyl carbonates generates 3-allyl-3-phenoxycarbonyl-oxindoles with good catalytic efficiency, which are readily converted into (+/-)-N-benzylcoerulescine and (+/-)-horsfiline. (C) 2010 Elsevier Ltd. All rights reserved.
Original language | English |
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Pages (from-to) | 3801-3813 |
Number of pages | 13 |
Journal | Tetrahedron |
Volume | 66 |
Issue number | 21 |
DOIs | |
Publication status | Published - 22 May 2010 |
Keywords
- Lewis-base catalysis
- N-heterocyclic carbene
- Organocatalysis
- Carboxyl transfer
- Spiro[pyrrolidine-3,3 '-oxindole]
- N-HETEROCYCLIC CARBENE
- HIGHLY ENANTIOSELECTIVE SYNTHESIS
- MAMMALIAN-CELL CYCLE
- OXINDOLE ALKALOIDS
- PROCHIRAL NUCLEOPHILES
- DISUBSTITUTED KETENES
- ASPERGILLUS-FUMIGATUS
- ASYMMETRIC-SYNTHESIS
- SPIROTRYPROSTATIN-B
- RADICAL CYCLIZATION