Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 11, Issue 3, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100724
Keywords
Addition; Asymmetric organocatalysis; Axial chirality; Indoles; Propargylic alcohols
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Funding
- Special Funds of the Taishan Scholar Program of Shandong Province [tsqn201812047]
- Shenzhen Innovation of Science and Technology Commission [20200925151614002]
- Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]
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By utilizing chiral phosphoric acid, a method for constructing axially chiral tetrasubstituted allenes featuring indole skeletons has been established, providing high yields and enantioselectivities.
An organocatalytic construction of axially chiral tetrasubstituted allenes featuring indole skeletons has been established. With the aid of chiral phosphoric acid, alkynyl indole imine methides were formed in situ from alpha-(3-indolyl) propargylic alcohols, followed by the asymmetric 1,6-conjugate addition with 2-substituted indoles, furnishing axially chiral indole-containing tetrasubstituted allenes in generally high yields and enantioselectivities.
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