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Please login to access the full content or check if you have access via Variation 4: Addition of Allylic Boron Reagents

DOI: 10.1055/sos-SD-036-00193

Frost, C. G.; Le Nôtre, J.Science of Synthesis, (200836325.

The addition of allylic organometallics to aldehydes is established as a powerful strategy for the synthesis of highly functionalized alcohols.[‌346‌] Crotylboron reagents are believed to react through the chair-like transition states shown in Scheme 64. Thus, (E)-but-2-enyl boron reagents afford the anti-homoallylic alcohol 115A and (Z)-but-2-enyl boron reagents afford the syn-stereoisomer 115B.

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