Silicon Lewis acids promote the addition of aldehydes to allylstannanes without transmetallation

Raymond Marshall; David J. Young

doi:10.1016/S0040-4039(00)91624-1

Silicon Lewis acids promote the addition of aldehydes to allylstannanes without transmetallation

Research output: Contribution to journal › Article

Abstract

The Lewis acids CH₃SiCl₃ (0.33 - 1.0 equivalents) and (CH₃O)₂SiCH₃Cl (1.0 equivalent) promote the addition of aldehydes to allylstannanes to yield the homoallyl silyl ethers 1a, 1b, 3 - 5. These reactions do not proceed via an initial transmetallation.

Original language	English
Pages (from-to)	1365-1368
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	10
DOIs	https://doi.org/10.1016/S0040-4039(00)91624-1
Publication status	Published - 3 Mar 1992
Externally published	Yes

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title = "Silicon Lewis acids promote the addition of aldehydes to allylstannanes without transmetallation",

abstract = "The Lewis acids CH3SiCl3 (0.33 - 1.0 equivalents) and (CH3O)2SiCH3Cl (1.0 equivalent) promote the addition of aldehydes to allylstannanes to yield the homoallyl silyl ethers 1a, 1b, 3 - 5. These reactions do not proceed via an initial transmetallation.",

author = "Raymond Marshall and Young, {David J.}",

year = "1992",

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doi = "10.1016/S0040-4039(00)91624-1",

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T1 - Silicon Lewis acids promote the addition of aldehydes to allylstannanes without transmetallation

AU - Marshall, Raymond

AU - Young, David J.

PY - 1992/3/3

Y1 - 1992/3/3

N2 - The Lewis acids CH3SiCl3 (0.33 - 1.0 equivalents) and (CH3O)2SiCH3Cl (1.0 equivalent) promote the addition of aldehydes to allylstannanes to yield the homoallyl silyl ethers 1a, 1b, 3 - 5. These reactions do not proceed via an initial transmetallation.

AB - The Lewis acids CH3SiCl3 (0.33 - 1.0 equivalents) and (CH3O)2SiCH3Cl (1.0 equivalent) promote the addition of aldehydes to allylstannanes to yield the homoallyl silyl ethers 1a, 1b, 3 - 5. These reactions do not proceed via an initial transmetallation.

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U2 - 10.1016/S0040-4039(00)91624-1

DO - 10.1016/S0040-4039(00)91624-1

M3 - Article

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VL - 33

SP - 1365

EP - 1368

JO - Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry

JF - Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry

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