1996
DOI: 10.1021/cr9409804
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Abstract: Structures 401 2. η 3 -η 1 -η 3 Isomerization 401 3. Apparent Allyl Exchange via Pseudorotation 403 4. Apparent Allyl Exchange via Ligand Dissociation 403 D. Steric InteractionssLigand vs Nucleophile 404 1. Stabilized Nucleophiles 404 2. Unstabilized Nucleophiles 405 III.

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Cited by 3,002 publications
(1,116 citation statements)
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“…92 -Allyloxycarbonyl (Alloc). 93,94,95,96,97 It is removed by a palladium-catalyzed (usually 100 The use of Alloc group is compatible with the Boc/Bn and Fmoc/ t Bu strategies and allows tandem removal-acylation reactions when the palladium-catalyzed amino deblocking is performed in the presence of acylating agents. 101 This strategy has been used to prevent DKP formation.…”
Section: Other Protecting Groups -Benzyloxycarbonyl (Z)mentioning
confidence: 99%
“…92 -Allyloxycarbonyl (Alloc). 93,94,95,96,97 It is removed by a palladium-catalyzed (usually 100 The use of Alloc group is compatible with the Boc/Bn and Fmoc/ t Bu strategies and allows tandem removal-acylation reactions when the palladium-catalyzed amino deblocking is performed in the presence of acylating agents. 101 This strategy has been used to prevent DKP formation.…”
Section: Other Protecting Groups -Benzyloxycarbonyl (Z)mentioning
confidence: 99%
“…alkoxides; allylic substitution; asymmetric synthesis; iridium; metallacycle Intermolecular, enantioselective allylic substitution with alcohols [1,2] remains an undeveloped catalytic process. Few reports have been published that describe the intermolecular allylation of aliphatic alcohols with high yield and enantioselectivity, [3] and the most selective of these systems has required copper additives.…”
Section: Introductionmentioning
confidence: 99%
“…
Keywordsalkoxides; allylic substitution; asymmetric synthesis; iridium; metallacycle Intermolecular, enantioselective allylic substitution with alcohols [1,2] remains an undeveloped catalytic process. Few reports have been published that describe the intermolecular allylation of aliphatic alcohols with high yield and enantioselectivity, [3] and the most selective of these systems has required copper additives.

[4] The large number of α chiral ethers and oxygen heterocycles in natural products and pharmaceutical candidates makes enantioselective routes to these materials important.

This transformation has been difficult because alcohols are poor nucleophiles for allylic substitution, and the high basicity of alkoxides can induce elimination processes and catalyst deactivation.

…”
mentioning
confidence: 99%
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