TY - JOUR
T1 - Combining Palladium and Chiral Organocatalysis for the Enantioselective Deconjugative Allylation of Enals via Dienamine Intermediates
AU - Hu, Guang
AU - Brenner-Moyer, Stacey E.
N1 - Publisher Copyright:
© 2021 American Chemical Society.
PY - 2022/1/7
Y1 - 2022/1/7
N2 - A catalytic enantioselective deconjugative allylation of enals is reported. A variety of enals underwent this transformation in high yield and ee, and products can be readily transformed into γ-allyl enals via a Cope rearrangement without erosion of ee. This transformation was used to install the quaternary stereocenter in (S)-bakuchiol, enabling completion of a concise formal synthesis.
AB - A catalytic enantioselective deconjugative allylation of enals is reported. A variety of enals underwent this transformation in high yield and ee, and products can be readily transformed into γ-allyl enals via a Cope rearrangement without erosion of ee. This transformation was used to install the quaternary stereocenter in (S)-bakuchiol, enabling completion of a concise formal synthesis.
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U2 - 10.1021/acs.joc.1c02591
DO - 10.1021/acs.joc.1c02591
M3 - Article
AN - SCOPUS:85122037730
SN - 0022-3263
VL - 87
SP - 866
EP - 873
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 1
ER -