Details

Autor(en) / Beteiligte

• Tang, Jie
• Xu, Dan Qian
• Xia, Ai Bao
• Wang, Yi Feng
• Jiang, Jun Rong
• Luo, Shu Ping
• Xu, Zhen Yuan

Titel

An Organocatalytic Domino Thia-Michael/Aldol Condensation Reaction: Highly Enantioselective Synthesis of Functionalized Dihydrothiophenes

Ist Teil von

• Advanced synthesis & catalysis, 2010-09, Vol.352 (13), p.2121-2126

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2010

Quelle

Wiley Online Library

Beschreibungen/Notizen

• An organocatalytic domino thia‐Michael/aldol condensation reaction of α, β‐unsaturated aldehydes with 1, 4‐dithiane‐2,5‐diol catalyzed by chiral diphenylprolinol TMS ether has been developed, which provides a new practical and direct route to chiral dihydrothiophenes with high yields (up to 90%) and excellent enantioselectivities (up to>99% ee). The catalytic mechanism of the domino reaction was further confirmed through the APCI‐MS detection of proposed reaction intermediates.