Strychnos 1990 - 2004 - Crops for the Future

Author
Title
Year
Source title
Reference
Sole D: Bosch J; Bonjoch J
3a-(o-nitrophenyl)octahydroindol-4-ones: Synthesis and spectroscopic analysis
1996
Tetrahedron
52(11): 4013-4028
Abstract
A short entry to 3a-(o-nitrophenyl)octahydroindol-4-ones employing ozonolysis and double
reductive amination of 2-allyl-2-(o-nitrophenyl)-1,3-cyclohexanedione (9) is described. The
symmetric dione 9 is synthesized in a 50% overall yield from 1,3-cyclohexanedione by means of o-
nitroarylation followed by O-allylation and subsequent Claisen rearrangement. Configurational and
conformational aspects of azabicyclic derivatives 1 (a-k) are discussed.
Author
Title
Year
Source title
Reference
Abstract
Sole D; Bonjoch J; Bosch J
Total synthesis of the Strychnos alkaloids (+/-)-akuammicine and (+/-)-norfluoroc
1996
Journal of Organic Chemistry
61(13): 4194-4195
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Author
Title
Year
Source title
Reference
Sole D; Bonjoch J; GarciaRubio S; Suriol R; Bosch J
A new solution for the construction of the piperidine ring of Strychnos alkaloids fr
1996
Tetrahedron Letters
37(29): 5213-5216
Abstract
Alkylation of cis-3a-(o-nitrophenyl)hexahydroindol-4-one 1 with 1-iodo-4-(trimethylsilyl)-2-butyne
followed by BF3 . Et(2)O-promoted cyclization of the resulting propargylic silane 2 afforded the
tricyclic vinylidene ketone 3, which was further converted to the Strychnos alkaloids tubifolidine,
19,20-dihydroakuammicine, and akuammicine. Copyright (C) 1996 Elsevier Science Ltd