Second Approach to the Construction of a Pentacyclic Ring System for Neosurugatoxin

The Diels-Alder adduct obtained from (E)-6-bromo-3-ethoxycarbonylmethylene-2-oxoindoline and trans-1, 3-pentadiene was successfully transformed into the diacetate of the aglycone of neosurugatoxin, which is the key intermediate in our first total synthesis of neosurugatoxin in 16 steps.

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Bibliographische Detailangaben
Veröffentlicht in:	Chemical & pharmaceutical bulletin 1992/05/25, Vol.40(5), pp.1110-1115
Hauptverfasser:	OKADA, Kunisuke, MIZUNO, Yasushi, TANINO, Hideo, KAKOI, Hisae, INOUE, Shoji
Format:	Artikel
Sprache:	eng
Schlagworte:	(E)-6-bromo-3-ethoxycarbonylmethylene-2-oxoindoline 2-(methylthio)ethyl 6'-bromo-1', 2'-dihydro-6-methyl-2'-oxospiro[4-cyclohexene1, 3'-[3H]indole]-2-carboxylate Chemistry Diels-Alder adduct Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings marine toxin neosurugatoxin neosurugatoxin formal synthesis Organic chemistry Preparations and properties spiro-6-bromo-2-oxoindoline dervative trans-1, 3-pentadiene
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Beschreibung
Zusammenfassung:	The Diels-Alder adduct obtained from (E)-6-bromo-3-ethoxycarbonylmethylene-2-oxoindoline and trans-1, 3-pentadiene was successfully transformed into the diacetate of the aglycone of neosurugatoxin, which is the key intermediate in our first total synthesis of neosurugatoxin in 16 steps.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.40.1110