Phosphine-mediated stereoselective reductive cyclopropanation of alpha-substituted allenoates with aromatic aldehydes.
A novel phosphine-mediated reductive cyclopropanation between alpha-substituted allenoates 2 and aldehydes 1 is described. It represents a new member of the allene-based annulations, which provides facile and efficient access to highly functionalized cyclopropanes 3 from simple and readily available starting materials. It also unveils an unprecedented reactivity pattern of allenoates with aldehydes.
Xu
Silong
S
The State Key Laboratory of Elemento-Organic Chemistry and Department of Chemistry, Nankai University, 94 Weijin Road, Tianjin 300071, P.R. China.
Zhou
Lili
L
Ma
Renqin
R
Song
Haibin
H
He
Zhengjie
Z
D000447:Aldehydes / Q000737:chemistry*; D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D000466:Alkadienes; D003521:Cyclopropanes; D010720:Phosphines; C044646:phosphine