10α-Substituted steroids

Torigoe, Masahiro; Fishman, Jack

doi:10.1016/s0040-4039(01)90812-3

Cited by 11 publications

(1 citation statement)

References 13 publications

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“…In Figure 1 are presented the infrared spectra of the monosodium salts of thymine and its two monomethylated derivatives in 0.01 N NaOD in D20 in the spectral range 1700-1300 cm.-1, where one may expect to encounter the characteristic frequencies of the ring and substituent valence vibrations. Even a (9) In a recent publication, L. B. Clark and I. Tinoco, Jr., J. Am.…”

Section: Resultsmentioning

confidence: 99%

Infrared and Ultraviolet Studies on the Tautomeric Equilibria in Aqueous Medium between Monoanionic Species of Uracil, Thymine, 5-Fluorouracil, and Other 2,4-Diketopyrimidines

Wierzchowski¹,

Litońska²,

Shugar³

1965

J. Am. Chem. Soc.

100

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Section: Resultsmentioning

confidence: 99%

Infrared and Ultraviolet Studies on the Tautomeric Equilibria in Aqueous Medium between Monoanionic Species of Uracil, Thymine, 5-Fluorouracil, and Other 2,4-Diketopyrimidines

Wierzchowski¹,

Litońska²,

Shugar³

1965

J. Am. Chem. Soc.

100

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Conjugate Addition Reactions of Organocopper Reagents

Posner

2011

Organic Reactions

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Addition of an organometallic reagent to alpha,beta‐usaturated carbonyl compounds occurs in one or both of two modes: attack at the carbonyl function produces a 1,2 adduct, whereas reaction with the entire system gives a 1,4 adduct. Organoalkali metal reagents derived from unstabilized carbanions generally add across the carbonyl group, where as enolate and other stabilized anions usually undergo a Michael addition, introducing a carboalkyl group at the beta carbon. Grignard reagents normally give 1,2 adducts. The wide scope of these reagents has made conjugate addition of alkyl and aryl groups a useful reaction in organic synthesis. Copper‐promoted conjugate additions were generally effected by allowing an organomagnesium reagent and a alpha, beta‐ unsaturated carbonyl compound to react in the presence of a catalytic amount of copper salt. Studies since 1966 have shown that stoichiometric organocopper reagents in addition to their broad utility in coupling reactions with organic halides and in reaction with other substrates undergo unusually effective conjugate addition to a wide variety alpha,beta‐ unsaturated carbonyl substrates. Emphasis in this chapter is on stoichiometric organic copper reagents. Mechanism, scope, limitations, synthetic utility, and optimal conditions are considered.

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TheClaisen andCope Rearrangements

Rhoads

Raulins

2011

Organic Reactions

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Since the first observation of a thermal rearrangement vinyl allyl ether to the corresponding homoallylcyclic carbonyl compound by Claisen in 1912, rearrangements of vinyl and aryl allylic ethers have been extensively studied and exploited for their synthetic value. The corresponding rearrangement of substituted 1,5‐hexadiene was first recognized by Cope in 1940 as the carbon analog of the Claisen rearrangement. Today it is recognized that such transformations fall within the general category of a [3,3] sigamtropic reaction and that considerable variation may be accommodated in the basic requirement of a system of six atoms with terminal unsaturated linkage. This chapter attempts to survey the vas t accumulation of Claisen and Cope rearrangements recorded since the first coverage in 1944.

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10α-Substituted steroids

Cited by 11 publications

References 13 publications

Infrared and Ultraviolet Studies on the Tautomeric Equilibria in Aqueous Medium between Monoanionic Species of Uracil, Thymine, 5-Fluorouracil, and Other 2,4-Diketopyrimidines

Infrared and Ultraviolet Studies on the Tautomeric Equilibria in Aqueous Medium between Monoanionic Species of Uracil, Thymine, 5-Fluorouracil, and Other 2,4-Diketopyrimidines

Conjugate Addition Reactions of Organocopper Reagents

TheClaisen andCope Rearrangements

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