RUTHENIUM-CATALYZED HYDRATION OF NITRILES AND TRANSFORMATION OF DELTA-KETONITRILES TO ENE-LACTAMS - TOTAL SYNTHESIS OF (-)-PUMILIOTOXIN-C

Authors
MURAHASHI SI SASAO S SAITO E NAOTA T
Citation
Si. Murahashi et al., RUTHENIUM-CATALYZED HYDRATION OF NITRILES AND TRANSFORMATION OF DELTA-KETONITRILES TO ENE-LACTAMS - TOTAL SYNTHESIS OF (-)-PUMILIOTOXIN-C, Tetrahedron, 49(39), 1993, pp. 8805-8826
Citations number
79
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
39
Year of publication
1993
Pages
8805 - 8826
Database
ISI
SICI code
0040-4020(1993)49:39<8805:RHONAT>2.0.ZU;2-9
Abstract
Hydration of nitriles with 1-2 equivalents of water can be performed e fficiently by using RuH2(PPh3)4 catalyst to give the corresponding ami des. Under the similar reaction conditions, delta-ketonitriles can be converted into the corresponding ene-lactams, which are versatile synt hetic intermediates. The efficiency of the reaction is demonstrated by the short-step synthesis of (-)-pumiliotoxin C.