An Expedient Approach to the Benzopyran Core: Application to Synthesis of the Natural Products (±)‐Xyloketals and (±)‐Alboatrin | Zendy

Xu Zhongliang | Zendy; Li Yiying | Zendy; Lu Bingtai | Zendy; Pang Jiyan | Zendy; Lin Yongcheng | Zendy

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An Expedient Approach to the Benzopyran Core: Application to Synthesis of the Natural Products (±)‐Xyloketals and (±)‐Alboatrin

Author(s) -

Xu Zhongliang,

Li Yiying,

Lu Bingtai,

Pang Jiyan,

Lin Yongcheng

Publication year - 2010

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201190018

Subject(s) - chemistry , benzopyran , regioselectivity , yield (engineering) , natural product , ring (chemistry) , core (optical fiber) , unit (ring theory) , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , mathematics , materials science , mathematics education , metallurgy , composite material

A mild and efficient protocol for the synthesis of the benzopyran ring has been described and a series of chromans compounds is reported, the yield is from 72% to 95%. The diadduct tended to angular product and showed good regioselectivity. This strategy was applied for the benzopyran derived natural products (±)‐xyloketals and (±)‐alboatrin. The crystal of compound 9 exhibited centro‐symmetric space group, containing two isomers in one unit. The relative configurations were 1 R ,10 R ,15 S and 34 S ,22 R ,30 S , respectively.

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