ALLYLTRI-n-BUTYLTIN

Boiling Point: 88-92° / 0.2

EINECS Number: 246-494-3

Molecular Weight: 331.11

Specific Gravity: 1.068

Flashpoint: 103°C (217°F)

HMIS Key: 2-2-1-X

Hydrolytic Sensitivity: 1: no significant reaction with aqueous systems

Formula: C₁₅H₃₂Sn

Refractive Index: 1.4846

Application: Reviewed.¹
Conjugatively allylates alkylidene Meldrum’s acids.¹⁰
Generates homoallylic amines with aldehydes and amines.¹¹
Allylates bromides and chloroethers.^,2,3
Radical initiation induces 1,2-addition of allyltins and alkyl iodides to electron deficient alkenes.⁴
Polymerization by Natta catalyst - Et₃Al-TiCl₄.⁵
Converts aldehydes to homoallylic alcohols and imines to homoallylic amines.⁶
Converts combination of aldehyde and amine to homoallylic amines.⁷
Enantioselectively generates homoallylic amines in a 3-component reaction scheme.⁸
Adds enantioselectively to prochiral ketones to form homoallyl alcohols in good enantioselectively.⁹

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6. Shen, W. et al. Tetrahedron Lett. 2008, 49, 4047.
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Fieser: F&F: Vol. 9, p 8; Vol. 11, p 15; Vol. 12, p 21; Vol. 13, p. 10; Vol. 14, p. 14; Vol. 16, p. 7; Vol. 17, p 12.