Details

Autor(en) / Beteiligte

• Whitehead, Daniel C
• Yousefi, Roozbeh
• Jaganathan, Arvind
• Borhan, Babak

Titel

An Organocatalytic Asymmetric Chlorolactonization

Ist Teil von

• Journal of the American Chemical Society, 2010-03, Vol.132 (10), p.3298-3300

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2010

Quelle

MEDLINE

Beschreibungen/Notizen

• A reagent controlled organocatalytic enantioselective chlorolactonization reaction has been developed. Several 4-aryl pentenoic acids were cyclized in the presence of 0.1 equiv of (DHQD)2PHAL, employing various N-chlorinated hydantoins as the terminal chlorenium source. Ten examples are presented with selectivities ranging from 43 to 90% ee. This work represents the first example of an enantioselective reagent-controlled chlorolactonization that approaches synthetically useful enantioselectivities.