A New Entry to Polycyclic Indole Derivatives via Intramolecular Imino Diels−Alder Reaction:  Observation of Unexpected Reaction

2007 ◽  
Vol 72 (9) ◽  
pp. 3573-3576 ◽  
Author(s):  
Vikram Gaddam ◽  
Rajagopal Nagarajan
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Indole Derivatives ◽  
Diels Alder Reaction ◽  
Unexpected Reaction ◽  
New Entry

A New Entry into Chromenone Derivatives by a Domino Knoevenagel Intramolecular Hetero-Diels-Alder Reaction

2017 ◽  
Vol 14 (5) ◽  
Author(s):  
Gowravaram Sabitha ◽  
B. Madhavi Latha ◽  
K. Siva Nagi Reddy ◽  
K Shankaraiah ◽  
B.V. Subba Reddy ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
New Entry

Facial selective Diels–Alder reactions of (1R,5R)-(+)-3-carbomethoxy-6,6-dimethylbicyclo[3.1.1]hept-3-en2-one. Unusual ketalization–fragmentation reaction of adducts

1994 ◽  
Vol 72 (5) ◽  
pp. 1193-1210 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Sew Yeu Chew ◽  
Eric N. C. Browne ◽  
Jeung Bea Kim
Keyword(s):  
High Selectivity ◽  
Alder Reaction ◽  
Diels Alder ◽  
Ambient Temperatures ◽  
Diels Alder Reaction ◽  
Unexpected Reaction ◽  
Catalyzed Reactions ◽  
High Yields ◽  
Cyclobutane Ring ◽  
Steric Influence

The stereofacially differentiated enone ester 5 has been used to study the effects of steric influence on the Diels–Alder reaction. In general, under Lewis acid catalysis, 5 adds to dienes at low to ambient temperatures in a reasonable rate. Yields of predictable chiral adducts are moderate with the unexpected exception of zinc chloride catalyzed reactions, which provide good to high yields. In all cases only products of addition to the Si face of general type 21 were observed. The regiochemistry of the adducts is exclusively that predicted by the ortho and para rules. The stereochemistry shows a high selectivity in favor of ester-endo transition state products. Rationales for the observed stereoselectivities are discussed. The fragmentation of adducts of 5, in particular keto ester 9, has been briefly examined. Olefins 30 and 46 derived from 9 have been converted to ring-opened cadinane skeletons 31 and 47, respectively, by conditions we have previously reported. In an entirely new and unexpected reaction, simultaneous ketalization and fragmentation of the cyclobutane ring of ketones derived from 9 gave ring-opened ketals 34 + 35 (from 29), 36 + 37 (from 9), 39 (from 38) and 42 + 43 (from 40).

scholarly journals Studies on Indole Derivatives. VII. : Diels-Alder Reaction of 2-Oxo-4-methylthiopyrano-[2, 3-b]-indole Derivatives

1968 ◽  
Vol 88 (6) ◽  
pp. 767-773 ◽  
Author(s):  
GORO KOBAYASHI ◽  
SUNAO FURUKAWA ◽  
YOSHIRO MATSUDA ◽  
REIKO NATSUKI
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Indole Derivatives ◽  
Diels Alder Reaction

First Asymmetric Hetero Diels−Alder Reaction of 1-Sulfinyl Dienes with Nitroso Derivatives. A New Entry to the Synthesis of Optically Pure 1,4-Imino-l-ribitol Derivatives

2000 ◽  
Vol 2 (20) ◽  
pp. 3165-3168 ◽  
Author(s):  
C. Arribas ◽  
M. Carmen Carreño ◽  
José L. García-Ruano ◽  
Justo F. Rodríguez ◽  
Mercedes Santos ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Optically Pure ◽  
New Entry

The Diels-Alder Reaction of 2-Ethenyl-1,4-Benzodioxin: A New and Simple Synthesis of Bisaryl Ethers

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 30-32
Author(s):  
Thomas V. Lee ◽  
Alistair J. Leigh ◽  
Christopher B. Chapleo
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Simple Synthesis ◽  
Diels Alder Reaction
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