Highly selective ylide-initiated Michael addition/cyclization reaction for synthesis of cyclohexadiene epoxide and vinylcyclopropane derivatives.
On the basis of the reactions of camphor-derived sulfur ylide with alpha,beta-unsaturated ketone, highly efficient and selective synthesis of optically active cyclohexadiene epoxides and vinylcyclopropanes with excellent diastereoselectivities, moderate to high enantioselectivities, and yields has been achieved.
Zhu
Ben-Hu
BH
Key Laboratory of Organic Synthesis, Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Suzhou University, Suzhou 215123, PR China.
Zhou
Rui
R
Zheng
Jun-Cheng
JC
Deng
Xian-Ming
XM
Sun
Xiu-Li
XL
Shen
Qi
Q
Tang
Yong
Y
D003500:Cyclization; D053138:Cyclohexenes / Q000138:chemical synthesis* / Q000737:chemistry; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D053138:Cyclohexenes; D003521:Cyclopropanes; D004852:Epoxy Compounds; D014753:Vinyl Compounds