Synthesis of an Enantioenriched α-Carbamoyloxy-crotylboronate and Its Homoaldol Reaction with Aldehydes

Abstract

Enantioenriched α-carbamoyloxy-crotylboronate 5 was prepared via the corresponding γ-stannylated carbamate. This boronate was then subjected to homoaldol reactions with aromatic and aliphatic aldehydes furnishing (Z)-anti-homoallylic alcohols in high diastereoselectivity and with complete chirality transfer.

Key words

boron - aldehydes - chirality - organometallic reagents - asymmetric synthesis

References

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