Organocatalytic enantioselective synthesis of tetrasubstituted chiral allenes via 1,12-addition of alkynyl aza-biphenyl quinone methides formed in situ

Changzhen Zhai; Yuqing Zhang; Boming Shen; Meiwen Liu; Tian Liang; Peiyuan Yu; Yunkun Qi; Wenjun Li; Pengfei Li; Changzhen Zhai; Yuqing Zhang; Boming Shen; Meiwen Liu; Tian Liang; Peiyuan Yu; Yun‐Kun Qi; Wenjun Li; Pengfei Li

doi:10.1039/d5qo01403d

Key Points

Synthesis of tetrasubstituted chiral allenes was successful in this approach, utilizing a novel reaction.
Organocatalytic enantioselective synthesis was achieved by applying chiral phosphoric acid in the process.
This process involved in situ formation of alkynyl aza-biphenyl quinone methides from α-functionalized alcohols, enhancing reaction efficiency.
The approach highlights the potential for expanding structural diversity in synthetic organic chemistry.

Implication

Enantioselective synthesis achieves tetrasubstituted chiral allenes, indicating organocatalytic methods could enhance compound diversity.

Abstract

Chiral phosphoric acid catalyzed enantioselective synthesis of tetrasubstituted chiral allenes has been achieved via 1,12-addition of indole-2-carboxylates to alkynyl aza-biphenyl quinone methides formed in situ from α-functionalized alcohols.

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Cite This Study

Zhai et al. (2025) studied this question.

synapsesocial.com/papers/6925572cc0ce034ddc35a6dc https://doi.org/10.1039/d5qo01403d

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Organocatalytic enantioselective synthesis of tetrasubstituted chiral allenes via 1,12-addition of alkynyl aza-biphenyl quinone methides formed in situ

Key Points

Implication

Abstract

Discussion

Cite This Study

Organocatalytic enantioselective synthesis of tetrasubstituted chiral allenes via 1,12-addition of alkynyl aza-biphenyl quinone methides formed in situ

Key Points

Implication

Abstract

Discussion

Cite This Study

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