Published in Journal of the Chemical Society, Chemical Communications 9, 533-534, 1985
which should be used for any reference to this work
1
2
Synthesis of (E)- and (Z)-1-thiocyanatobuta-1,3-dienes and their Diels–Alder reaction
TLDR
In this paper, a combination of a Diels-Alder reaction with a [3,3] sigmatropic shift was used to produce the rearranged products of type 6.Abstract:
1-Thiocyanatobuta-1,3-dienes react with strong dienophiles to produce directly the rearranged products of type (6)via a combination of a Diels–Alder reaction with a [3,3] sigmatropic shift.read more
Citations
More filters
Journal ArticleDOI
Tandem Diels-Alder and retro-ene reactions of 1-sulfenyl- and 1-sulfonyl-1,3-dienes as a traceless route to cyclohexenes.
TL;DR: A pericyclic approach for the synthesis of six-membered ring structures that offers novel stereocontrolled access to cyclohexenes that are inaccessible via a direct [4 + 2] cycloaddition route.
Journal ArticleDOI
Lewis-acid catalysed tandem reaction Diels–Alder–[3,3] sigmatropic shift between buta-1,3-dienyl thiocyanic acid ester and acryloyl chloride: application in the synthesis of 2-azabicyclo[2.2.2]oct-5-ene derivatives
TL;DR: In this paper, a 1,3-dienyl thiocyanic acid ester reacts with acryloyl chloride in presence of Lewis acid catalysts to produce directly the rearranged product of type 3b via a combination of a Diels-Alder reaction with a [3,3] sigmatropic shift; the 1,4-substituted cyclohexene is easily transformed into the 2-azabicyclo[2.2] oct-5-ene derivative 6b, which has been used as precursor for the
Journal ArticleDOI
Catalytic Asymmetric Diels-Alder Reaction/[3,3] Sigmatropic Rearrangement Cascade of 1-Thiocyanatobutadienes.
TL;DR: A highly efficient asymmetric Diels-Alder/[3,3] sigmatropic rearrangement reaction of methyleneindolinones with 1-thiocyanatobutadienes has been realized by using a chiral N,N'-dioxide/nickel(II) complex as the catalyst.
Journal ArticleDOI
Synthesis and evaluation for uterotrophic and antiimplantation activities of 2-substituted estradiol derivatives.
TL;DR: Two novel series of 2-substituted estradiol derivatives have been synthesized and evaluated for uterotrophic and antiimplantation activities, finding that nuclear substitution at the C-2 position of the steroid nucleus is markedly inhibitory for estrogenic activity.
Journal ArticleDOI
The Catalytic Asymmetric Diels–Alder Reactions and Post‐cycloaddition Reductive Transpositions of 1‐Hydrazinodienes
TL;DR: The more recent discovery that 1-hydrazinodienes are amenable to chiral catalyst-controlled, enantioface-selective Diels–Alder cycloadditions, as well as the cyclohexene synthesis featuring a post-cycloaddition reductive transposition is described.
Related Papers (5)
Stereoselectivity of diene-transmissive diels-alder reaction; cycloaddition reaction of cross-conjugated triene system to olefinic dienophiles
Application of pericyclic reactions to the synthesis of strained molecules. Intramolecular Diels-Alder cycloadditions. The synthesis of a (Z,Z)-bicyclo[4.3.1]deca-1,6-diene
K. J. Shea,L. D. Burke +1 more