Enantioselective Synthesis of (E)-δ-Stannyl Homoallylic Alcohols via Aldehyde Allylboration Using α-Stannylallylboranes Generated by Allene Hydroboration …
A highly enantioselective synthesis of (E)-δ-stannyl homoallylic alcohols 4 via aldehyde
allylboration reactions of the double-chiral allylborane reagent 2a is reported. Allylborane 2a
was generated from the hydroboration of commercially available allenylstannane 1 with (d
Ipc) 2BH at− 40 to− 20° C followed by a kinetically controlled and highly diastereoselective
1, 3-boratropic shift in intermediate 3a.
allylboration reactions of the double-chiral allylborane reagent 2a is reported. Allylborane 2a
was generated from the hydroboration of commercially available allenylstannane 1 with (d
Ipc) 2BH at− 40 to− 20° C followed by a kinetically controlled and highly diastereoselective
1, 3-boratropic shift in intermediate 3a.
A highly enantioselective synthesis of (E)-δ-stannyl homoallylic alcohols 4 via aldehyde allylboration reactions of the double-chiral allylborane reagent 2a is reported. Allylborane 2a was generated from the hydroboration of commercially available allenylstannane 1 with (dIpc)2BH at −40 to −20 °C followed by a kinetically controlled and highly diastereoselective 1,3-boratropic shift in intermediate 3a.
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