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25.1.15.3.1 Variation 1: Addition of Organoboranes

DOI: 10.1055/sos-SD-025-00247

Göttlich, R.Science of Synthesis, (200725384.

Various alkylboranes undergo rapid 1,4-addition to acrolein[‌107‌] and other α-substituted unsaturated aldehydes.[‌108‌] As alkylboranes are readily available from alkenes by hydroboration,[‌109‌,‌110‌] this is a very versatile reaction, sometimes known as the Brown reaction (Scheme 25).[‌107‌,‌108‌]

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Meeeeeeeeee 88

M8 M8 Meeee (%) Mee
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e-Me Me 88 [‌888‌]
Me Me 88 [‌888‌]

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M8 Meeeeeeee Meeee (%) Mee
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Me M8 (eee) 88 [‌888‌]
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Me M8 (eee) 88 [‌888‌]

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8-Meeeeeeeee-8-eeeeeeeeeeeeee (88); Meeeeee Meeeeeeee:[‌888‌]

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References