A Facile and Efficient Synthesis of 4-Hydroxy-2,6-cis-tetrahydropyrans via Tandem Cross-Metathesis/Thermal S(N)2 ' Reaction: Protecting-Group-Free Synthesis of (+/-)-Diospongin A

作者：Lee Kiyoun; Kim Hyoungsu; Hong Jiyong^*

来源：Organic Letters, 2009, 11(22): 5202-5205.

DOI：10.1021/ol902125d

The tandem cross-metathesis/thermal S(N)2' reaction was explored for the facile and efficient synthesis of 4-hydroxy-2,6-cis-tetrahydropyrans. The mildness of the thermal conditions allowed for the synthesis of 4-hydroxy-2,6-cis-tetrahydropyrans from base-sensitive substrates without the use of protecting groups. The tandem reaction enabled a protecting-group-free synthesis of (+/-)-diospongin A.

• 出版日期2009-11-19