Journal ArticleDOI
Stereoselectivities of mesitonitrile oxide cycloadditions to 7-substituted norbornadienes
Lorenzo Dal Bola,Lorenzo Dal Bola,Lorenzo Dal Bola,Marco De Amici,Marco De Amici,Marco De Amici,Carlo De Micheli,Carlo De Micheli,Carlo De Micheli,Remo Gandolfi,Remo Gandolfi,Remo Gandolfi,Kendall N. Houk,Kendall N. Houk,Kendall N. Houk +14 more
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In this paper, the stereochemistries of cycloadditions of mesitonitrile oxide to norbornadiene and nine 7-substituted derivatives have been investigated.About:
This article is published in Tetrahedron Letters.The article was published on 1989-01-01. It has received 14 citations till now. The article focuses on the topics: Norbornadiene.read more
Citations
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Origins of the diastereoselectivity in hydrogen bonding directed Diels–Alder reactions of chiral dienes with achiral dienophiles: a computational study
TL;DR: Overall, both in the acyclic system and in anthracene, the facilitation due to H-bonding is reflected in the interaction energies: the higher the difference in interaction energies in the transition structures of the two diastereomers, the more selective the H- bonding assisted Diels-Alder reaction is.
Journal ArticleDOI
Synthesis of Epibatidine‐Related Δ2‐Isoxazoline Derivatives and Evaluation of Their Binding Affinity at Neuronal Nicotinic Acetylcholine Receptors
Clelia Dallanoce,Paola Bazza,Giovanni Grazioso,Marco De Amici,Cecilia Gotti,Loredana Riganti,Francesco Clementi,Carlo De Micheli +7 more
TL;DR: In this paper, a 1,3-dipolar cycloaddition-based strategy was used to synthesize Δ2-isoxazoline derivatives for α4β2 and α7 neuronal acetylcholine receptor (nAChR) subtypes.
Journal ArticleDOI
Theory of rates and stereoselctivities and of cycloadditions to 7-substituted norbornadienes.
K. N. Houk,K. N. Houk,Yun-Dong Wu,Yun-Dong Wu,Paul H. Mueller,Paul H. Mueller,Pierluigi Caramella,Michael N. Paddon-Row,Shigeru Nagase,Paul H. Mazzocchi +9 more
TL;DR: In this paper, the structures of 7-substituted norbomadienes have been studied theoretically with the 3-21G basis set, and the stereoselectivities and rates of electrophilie eycloaddifions of HCCP to these norboms have been rationalized.
Journal ArticleDOI
Cycloadditions of hexachlorocyclopentadiene to 7-substituted norbornadienes: remote substituent effects on reacfivity and stereoselectivity
K. N. Houk,K. N. Houk,Paul H. Mueller,Paul H. Mueller,Yun-Dong Wu,Yun-Dong Wu,Paul H. Mazzocchi,David Shook,Frederick Khachik +8 more
TL;DR: The rates and stereoselectivities of the cycloadditions of hexachlorocyclopentadiene to norbornadienes substituted at the 7-position by tert -butyl, trimethylsilyl, methoxy, acetoxy, hydroxy, methoxymethyl, and methoxy carbonyl groups have been measured as discussed by the authors.
Journal ArticleDOI
Enantioselective Microbial Reduction of 5‐Acetylisoxazolines – A Novel Method for Stereochemical Control on Yeast Reduction
C. Ticozzi,A. Zanarotti +1 more
TL;DR: In this article, the stereoselectivity of the reduction of 5-acetyl-4,5-dihydro-3-phenylisoxazole to the corresponding alcohol in 2-propanol/water mixtures is investigated.
References
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Journal ArticleDOI
.pi.-Facial stereoselectivity: rates and stereoselectivities of cycloadditions of hexachlorocyclopentadiene to 7-substituted norbornadienes and photoelectron spectral and molecular orbital computation investigations of norbornadienes
Paul H. Mazzocchi,Barbara C. Stahly,John R. Dodd,Nelson G. Rondan,L. N. Domelsmith,Melvin D. Rozeboom,Pierluigi Caramella,Kendall N. Houk +7 more
Journal ArticleDOI
Stereoselectivities of dichloroketene cycloadditions to bridged bicyclic olefins
Ihsan Erden,Armin de Meijere +1 more
TL;DR: In this article, Dichloroketene cycloadditions to bicyclic olefin 1 − 4 are described. Rationalizations are based upon previously reported arguments. And some interesting regio-and stereoselectivities are observed for 2 and 3 yielding 8 and 10 predominantly.
Journal ArticleDOI
On the nature of the homo-1,4 addition of dichlorocarbene to norbornadienes
TL;DR: The nucleophilic behavior postulated for difluorocarbene in its homo-1,4 additions to norbornadienes is not found for dichlorocarbene in their homo 1, 4 additions as mentioned in this paper.
Journal ArticleDOI
Stereoselectivity in cycloaddition of phenylglyoxylonitrile oxide to 7-substituted norbornadienes and 8-substituted 2-azabicyclo[3.2.1]oct-3,6-dienes
TL;DR: The cycloaddition of phenylglyoxylonitrile oxide to the 7-substituted norbornadienes 1 a-c gives predominantly the endo isomers, but that to the 8-substantituted 2-azabicyclo[3.2.1] oct-3,6-dienes 2 a,b the exo isomer as discussed by the authors.
Journal ArticleDOI
The addition of diazomethane to 7-chloronorbornadiene
James W. Wilt,Mehboob Peeran +1 more
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