Addition Reactions to Methylenecyclopropanes IV<sup>1</sup>. A Convenient Synthesis of 1,1-Dihalospiropentanes

Dunkelblum, E.; Singer, B.

doi:10.1055/s-1975-23743

Cited by 20 publications

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“…This latter approach does not need special consideration. Reactions of this type as well as their productstetra- and dibromotriangulanes (for examples, see refs , , , , , , , a,b, 98b, 99, 122a, and 136−141), oligochlorotriangulanes, 96a,b,97a,d,98c,,139a,− mono- and oligoalkyl(aryl)triangulanes 44b,65b,93,98b,103a,b,116d,117b,c,118,122b,148-152  are sufficiently well documented. The abundance of experimental material, especially for spiropentane, the simplest unbranched triangulane [2]UT ( 11 ), makes it virtually impossible to present a concise and simple systematization within the scope of a limited review.…”

Section: F Substituted Triangulanesmentioning

confidence: 99%

The Chemistry of Highly Strained Oligospirocyclopropane Systems

1999

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I. Introduction 93 II. Triangulanes: Nomenclature, Classification, and Stereoisomerism 94 III. Synthesis of Triangulanes 96 A. Synthetic Methods to Assemble Oligospirocyclopropanes 96 B. Synthesis of Unbranched Triangulanes (UTs) 97 C. Synthetic Approaches to Branched Triangulanes (BTs) 99 D. Cycloannelated Triangulanes (CATs) 102 E. Along the Route to Cyclotriangulanes (CTs) 103 F. Substituted Triangulanes 104 G. Heterotriangulanes 108 IV. Selected Physical Properties of Triangulanes 109 A. Spectral Data 109 B. Bonding Properties and Molecular Structures 110 C. Thermochemical Properties 115 V. Chemical Transformations of Triangulanes 117 A. With Retention of the Skeleton 117 B. With Ring Opening 121 VI. Triangulanes with Properties of Potential Practical Applicability 130 VII. Conclusions and Further Perspectives 133 VIII. Acknowledgments 136 IX. References 136 † Dedicated to Professor Wolfgang Lu ¨ttke on the occasion of his 80th birthday.

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Section: F Substituted Triangulanesmentioning

confidence: 99%

The Chemistry of Highly Strained Oligospirocyclopropane Systems

1999

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“…In 1969, Makosza and Wawrzyniewicz [28] have first reported the dichlorocarbene addition reaction under biphasic conditions, high yield of dichlorocyclopropane product was obtained by using 50% NaOH and chloroform in excess. Subsequently, various reports have appeared for the dichlorocarbene addition in different olefins using PTCs [27,29,30].…”

Section: Introductionmentioning

confidence: 99%